Russian Journal of Organic Chemistry - Aktuelle Forschungsartikel
Aktuelle Forschungsartikel: Organik
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Hier aufgeführte Forschungsartikel:
Russian Journal of Organic Chemistry - Verlag: Springer
Zhurnal Organicheskoi Khimii deckt alle Aspekte der modernen organischen Chemie ab, einschließlich der organischen Synthese, der theoretischen organischen Chemie, Struktur und Mechanismus, und die Anwendung von metallorganischen Verbindungen in der organischen Synthese.
Reactions of ethyl 1-benzylidene-7a-hydroxy-4-phenyl-6-oxooctahydro-1H-indene-5-carboxylate and ethyl 5-benzylidene-4a-hydroxy-1-phenyl-3-oxodecahydronaphthalene-2-carboxylate with 1,2,4-triazol-3-amine. Synthesis of substituted triazoloquinazolines
Content Type Journal Article
Category Short Communications
Pages 613-615
DOI 10.1134/S107042801204029X
Authors
T. V. Gulai, Chernyshevskii Saratov State University, ul. Astrakhanskaya 83, Saratov, 410012 Russia
A. G. Golikov, Chernyshevskii Saratov State University, ul. Astrakhanskaya 83, Saratov, 410012 Russia
Synthesis of acyclic phosphonate nucleotide analogs having a 1,3-alkadiene skeleton
Content Type Journal Article
Category Short Communications
Pages 594-595
DOI 10.1134/S1070428012040227
Authors
V. K. Brel’, Institute of Physiologically Active Substances, Russian Academy of Sciences, Severnyi proezd 1, Chernogolovka, Moscow oblast, 142432 Russia
Yu. I. Gudkova, Institute of Physiologically Active Substances, Russian Academy of Sciences, Severnyi proezd 1, Chernogolovka, Moscow oblast, 142432 Russia
Synthesis of 1,3,6-triaryl-6-trifluoromethyl-5,6-dihydro-1,3,5-triazine-2,4(1H,3H)-diones by reaction of aryl trifluoromethyl ketone imines with aryl isocyanates
Content Type Journal Article
Category Short Communications
Pages 618-619
DOI 10.1134/S1070428012040318
Authors
N. V. Mel’nichenko, Institute of Organic Chemistry, National Academy of Sciences of Ukraine, ul. Murmanskaya 5, Kiev, 02094 Ukraine
M. V. Vovk, Institute of Organic Chemistry, National Academy of Sciences of Ukraine, ul. Murmanskaya 5, Kiev, 02094 Ukraine
Intramolecular heterocyclization of thiosemicarbazones derived from saturated and conjugated ?-amino ketones afforded previously
unknown dihydro-1,3,4-thiadiazole derivatives. A probable scheme of the transformation of multicenter intermediate includes
generation and intramolecular cyclization of a thiol thiosemicarbazone tautomer without participation of conjugated double
carbon-carbon bond in the substrate.
Content Type Journal Article
Pages 556-560
DOI 10.1134/S1070428012040161
Authors
I. N. Klochkova, Chernyshevskii Saratov State University, ul. Astrakhanskaya 83, Saratov, 410012 Russia
A. A. Anis’kov, Chernyshevskii Saratov State University, ul. Astrakhanskaya 83, Saratov, 410012 Russia
M. P. Shchekina, Chernyshevskii Saratov State University, ul. Astrakhanskaya 83, Saratov, 410012 Russia
E. A. Voronina, Chernyshevskii Saratov State University, ul. Astrakhanskaya 83, Saratov, 410012 Russia
A convenient synthesis of 2,7-dioxa-5,10-diaza-3?5,8?5-diphospha-1,6(1,4)-dibenzenacyclodecaphanes
Content Type Journal Article
Category Short Communications
Pages 622-624
DOI 10.1134/S1070428012040331
Authors
M. N. Dimukhametov, Arbuzov Institute of Organic and Physical Chemistry, Kazan Research Center, Russian Academy of Sciences, ul. Arbuzova 8, Kazan, 420088 Tatarstan, Russia
V. F. Mironov, Arbuzov Institute of Organic and Physical Chemistry, Kazan Research Center, Russian Academy of Sciences, ul. Arbuzova 8, Kazan, 420088 Tatarstan, Russia
Side chains were constructed in the modified A ring of eleutheside analog. The structure of the transformation product of
6-oxiranylcyclohex-3-ene-1-carbonitrile by the action of Red-Al, (1S,2R,6R,7S)-7-[(1S,2S)-1,2-isopropylidenedioxy-2-methylbut-3-yn-1-yl]-2-methylbicyclo[4.1.0]hept-3-ene-1-carbaldehyde, was determined by X-ray
analysis.
Content Type Journal Article
Pages 513-518
DOI 10.1134/S1070428012040082
Authors
Yu. A. Khalilova, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia
O. Yu. Krasnoslobodtseva, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia
B. T. Sharipov, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia
L. V. Spirikhin, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia
F. A. Valeev, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia
A simple and convenient procedure was proposed for the synthesis of 4-aryl-3-bromobutan-2-ones from methyl vinyl ketone and
arenediazonium bromides under Meerwein reaction conditions.
Content Type Journal Article
Pages 519-522
DOI 10.1134/S1070428012040094
Authors
Yu. V. Ostapiuk, Ivan Franko National University of Lviv, ul. Kirilla i Mefodiya 6, Lviv, 79005 Ukraine
V. S. Matiichuk, Ivan Franko National University of Lviv, ul. Kirilla i Mefodiya 6, Lviv, 79005 Ukraine
N. I. Pidlypnyi, Ivan Franko National University of Lviv, ul. Kirilla i Mefodiya 6, Lviv, 79005 Ukraine
N. D. Obushak, Ivan Franko National University of Lviv, ul. Kirilla i Mefodiya 6, Lviv, 79005 Ukraine
Reactions of aliphatic 2,2,3,3-tetracyanocyclopropyl ketones with aqueous ammonia afforded 4-alkyl- 4-amino-2-oxo-3-azabicyclo[3.1.0]hexane-1,6,6-tricarbonitriles
with conservation of the three-membered ring. Reactions of the same compounds with primary amines were accompanied by opening
of the cyclopropane ring, and they led to the formation of 5-amino-6,6a-dimethyl-2-oxo-1,2,6,6a-tetrahydropyrrolo[2,3-b]-pyrrole-3,4-dicarbonitriles as a result of successive heterocyclizations.
Content Type Journal Article
Pages 491-493
DOI 10.1134/S1070428012040045
Authors
Ya. S. Kayukov, I.N. Ul’yanov Chuvash State University, Moskovskii pr. 15, Cheboksary, 428015 Russia
S. V. Karpov, I.N. Ul’yanov Chuvash State University, Moskovskii pr. 15, Cheboksary, 428015 Russia
I. N. Bardasov, I.N. Ul’yanov Chuvash State University, Moskovskii pr. 15, Cheboksary, 428015 Russia
O. V. Ershov, I.N. Ul’yanov Chuvash State University, Moskovskii pr. 15, Cheboksary, 428015 Russia
M. Yu. Belikov, I.N. Ul’yanov Chuvash State University, Moskovskii pr. 15, Cheboksary, 428015 Russia
O. E. Nasakin, I.N. Ul’yanov Chuvash State University, Moskovskii pr. 15, Cheboksary, 428015 Russia
O. V. Kayukova, Chuvash Agricultural Academy, Cheboksary, Russia
Treatment of methyl 2-arylamino-4-oxo-6-phenylhexa-2,5-dienoates with oxalyl chloride gave methyl 1-aryl-4,5-dioxo-3-(1-oxo-3-phenylprop-2-en-1-yl)-4,5-dihydro-1H-pyrrole-2-carboxylates which reacted with 3-benzylamino- and 3-arylamino-5,5-dimethylcyclohex-2-en-1-ones to produce 1?-aryl-1-benzyl-
and 1,1?-diaryl-4?-hydroxy-6,6-dimethyl-3?-(1-oxo-3-phenylprop-2-en-1-yl)-6,7-dihydrospiro[indole-3,2?-pyrrole]-2,4,5?(1H,1?H,5H)-triones.
Content Type Journal Article
Pages 561-565
DOI 10.1134/S1070428012040173
Authors
P. S. Silaichev, Institute of Natural Sciences, Perm State University, ul. Genkelya 4, Perm, 614990 Russia
V. O. Filimonov, Perm State University, ul. Bukireva 15, Perm, 614990 Russia
P. A. Slepukhin, Postovskii Institute of Organic Synthesis, Ural Division, Russian Academy of Sciences, ul. S. Kovalevskoi/Akademicheskaya 22/20, Yekaterinburg, 620041 Russia
A. N. Maslivets, Institute of Natural Sciences, Perm State University, ul. Genkelya 4, Perm, 614990 Russia
3-Benzoylcyclopropane-1,1,2,2-tetracarbonitrile reacted with water to give 2-benzoyl-1,3-dicyanocyclopropane-1-carboxamide
as a result of hydrolysis of the cyano group in the trans position with respect to the carbonyl group and subsequent decarboxylation. The reaction of 3-benzoyl-3-methylcyclopropane-1,1,2,2-tetracarbonitrile
with water involved heterocyclization with participation of the carbonyl group and cis-cyano groups, leading to 8-methyl-3,6-dioxo-1-phenyl-2,7-diazatricyclo[3.2.1.04,8]octane-4,5-dicarbonitrile. Hydrolysis of 3-alkylcyclopropane-1,1,2,2-tetracarbonitrile followed both reaction paths to produce
mixtures of products, including 7-alkyl-4-amino-7-hydroxy-1,9-dioxo-3,8-diazatricyclo[4.3.0.01,5]non-3-ene-5-carbonitriles. In all cases, the three-membered ring was retained.
Content Type Journal Article
Pages 485-490
DOI 10.1134/S1070428012040033
Authors
Ya. S. Kayukov, I.N. Ul’yanov Chuvash State University, Moskovskii pr. 15, Cheboksary, 428015 Russia
I. N. Bardasov, I.N. Ul’yanov Chuvash State University, Moskovskii pr. 15, Cheboksary, 428015 Russia
O. V. Ershov, I.N. Ul’yanov Chuvash State University, Moskovskii pr. 15, Cheboksary, 428015 Russia
O. E. Nasakin, I.N. Ul’yanov Chuvash State University, Moskovskii pr. 15, Cheboksary, 428015 Russia
O. V. Kayukova, Chuvash Agricultural Academy, Cheboksary, Russia
V. A. Tafeenko, Faculty of Chemistry, Moscow State University, Vorob’evy gory 1, Moscow, 119992 Russia
New nitrogen-containing and hydroxy derivatives of quinopimaric acid were synthesized, and their structure was determined
by 1H and 13C NMR spectroscopy.
Content Type Journal Article
Pages 505-508
DOI 10.1134/S1070428012040069
Authors
A. R. Uzbekov, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia
G. F. Vafina, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia
A. N. Lobov, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia
F. Z. Galin, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia
M. S. Yunusov, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia
The reaction of perfluoro(1-phenyl-1,2-diethyl-1,2-dihydrocuclobutabenzene) with SbF5 at 20°C, followed by treatment of the
reaction mixture with water gave perfluoro {4-[1-(2-propylphenyl)propylidene]-2,5-cyclohexadien-1-one} together with perfluoro[4b,10-diethylbenzo[a]azulen-7(4bH)-one] resulting from unusual expansion of the pentafluorobenzene ring to seven-membered ring. Analogous reaction at 90°C,
apart from the above compounds, afforded perfluorinated 10-ethyl- and 3,10-diethylbenzo[a]azulen-6(10H)-ones via elimination of C2F5 group from the seven-membered ring or its migration to the benzene ring.
Content Type Journal Article
Pages 529-535
DOI 10.1134/S1070428012040112
Authors
T. V. Mezhenkova, Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Division, Russian Academy of Sciences, pr. Akademika Lavrent’eva 9, Novosibirsk, 630090 Russia
V. R. Sinyakov, Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Division, Russian Academy of Sciences, pr. Akademika Lavrent’eva 9, Novosibirsk, 630090 Russia
V. M. Karpov, Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Division, Russian Academy of Sciences, pr. Akademika Lavrent’eva 9, Novosibirsk, 630090 Russia
V. E. Platonov, Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Division, Russian Academy of Sciences, pr. Akademika Lavrent’eva 9, Novosibirsk, 630090 Russia
Treatment of perfluorinated benzocyclobutene, indan, and tetralin with SbF5-SO2Cl2, as well as of their 1,1-dichloro analogs with SbF5, gave 1-chloropolyfluorobenzocycloalken-1-yl cations whose structure was studied by 19F and 13C NMR and confirmed by their transformations into perfluorinated ketones upon hydrolysis. Dissolution of perfluorinated benzocyclobutene,
indan, and tetralin in excess SbF5 generated perfluorobenzocycloalken-1-yl cations in equilibrium with their precursors. The
relative stability of perfluoro- and 1-chloropolyfluorobenzocycloalken-1-yl cations decreases as the size of the alicyclic
fragment increases.
Content Type Journal Article
Pages 523-528
DOI 10.1134/S1070428012040100
Authors
I. V. Beregovaya, Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Division, Russian Academy of Sciences, pr. Akademika Lavrent’eva 9, Novosibirsk, 630090 Russia
V. M. Karpov, Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Division, Russian Academy of Sciences, pr. Akademika Lavrent’eva 9, Novosibirsk, 630090 Russia
T. V. Mezhenkova, Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Division, Russian Academy of Sciences, pr. Akademika Lavrent’eva 9, Novosibirsk, 630090 Russia
V. E. Platonov, Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Division, Russian Academy of Sciences, pr. Akademika Lavrent’eva 9, Novosibirsk, 630090 Russia
I. P. Chuikov, Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Division, Russian Academy of Sciences, pr. Akademika Lavrent’eva 9, Novosibirsk, 630090 Russia
An attempt was made to synthesize fused cyclopropane derivatives suitable for subsequent transformation into vicinal diamino-substituted
cyclohexenecarboxylic acids via reactions of 4,5-bis(morpholin-4-yl)cyclopent-2-en-1-one with sodium salts derived from methyl
dichloroacetate and ethyl (dimethyl-?4-sulfanylidene) acetate.
Content Type Journal Article
Pages 509-512
DOI 10.1134/S1070428012040070
Authors
Z. R. Valiullina, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia
S. S. Gataullin, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia
B. Ya. Tsirel’son, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia
M. S. Miftakhov, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia
The reaction of N,N-dichlorophenylmethanesulfonamide with trichloroethylene gave a new representative of highly electrophilic N-sulfonyl-substituted polyhalogenated aldehyde imines, phenyl-N-(2,2,2-trichloroethylidene) methanesulfonamide. High reactivity of the product was demonstrated by alkylation of toluene,
anisole, thiophene, and 2-chlorothiophene.
Content Type Journal Article
Pages 477-480
DOI 10.1134/S107042801204001X
Authors
Yu. A. Aizina, Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033 Russia
G. G. Levkovskaya, Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033 Russia
I. B. Rozentsveig, Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033 Russia
Addition of 1,3,3-trimethyl-3,4-dihydroisoquinolines to N-benzylideneanilines gives substituted N-[2-(3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)-1-phenylethyl]anilines, whereas 2?,5?,5?-trimethyl-4?,5?-dihydro-4H-spiro[naphthalene-1,3?-pyrrol]-4-one reacts with N-benzylideneanilines along two pathways involving cyclization to substituted 2,3,3a,4,10,11-hexahydrobenzo[f]pyrrolo[2,3-d]quinolin-5(1H)-ones or elimination of the aniline residue with formation of substituted 5?,5?-trimethyl-2-styryl-4?,5?-dihydro-4H-spiro[naphthalene-1,3?-pyrrol]-4-ones.
Content Type Journal Article
Pages 575-581
DOI 10.1134/S1070428012040197
Authors
V. A. Glushkov, Institute of Technical Chemistry, Ural Division, Russian Academy of Sciences, ul. Akademika Koroleva 3, Perm, 614013 Russia
G. F. Krainova, Institute of Technical Chemistry, Ural Division, Russian Academy of Sciences, ul. Akademika Koroleva 3, Perm, 614013 Russia
O. A. Maiorova, Institute of Technical Chemistry, Ural Division, Russian Academy of Sciences, ul. Akademika Koroleva 3, Perm, 614013 Russia
V. I. Karmanov, Institute of Technical Chemistry, Ural Division, Russian Academy of Sciences, ul. Akademika Koroleva 3, Perm, 614013 Russia
A. A. Gorbunov, Institute of Technical Chemistry, Ural Division, Russian Academy of Sciences, ul. Akademika Koroleva 3, Perm, 614013 Russia
P. A. Slepukhin, Postovskii Institute of Organic Synthesis, Ural Division, Russian Academy of Sciences, ul. Akademicheskaya/S. Kovalevskoi 22/20, Yekaterinburg, 620990 Russia
Polynuclear azoles linked through carbamate and urea fragments were synthesized by reactions of the corresponding azolecarboxylic
acid azides with heterocyclic alcohols and amines.
Content Type Journal Article
Pages 566-574
DOI 10.1134/S1070428012040185
Authors
T. V. Golobokova, Irkutsk State University, ul. K.Marksa 1, Irkutsk, 664033 Russia
F. A. Pokatilov, Irkutsk State University, ul. K.Marksa 1, Irkutsk, 664033 Russia
A. G. Proidakov, Irkutsk State University, ul. K.Marksa 1, Irkutsk, 664033 Russia
M. V. Kazantseva, Irkutsk State University, ul. K.Marksa 1, Irkutsk, 664033 Russia
G. G. Shevchenko, Irkutsk State University, ul. K.Marksa 1, Irkutsk, 664033 Russia
L. I. Vereshchagin, Irkutsk State University, ul. K.Marksa 1, Irkutsk, 664033 Russia
V. N. Kizhnyaev, Irkutsk State University, ul. K.Marksa 1, Irkutsk, 664033 Russia
Synthesis of N-[1-(1H-Benzimidazol-2-ylsulfanyl)-2,2,2-trichloroethyl]arenesulfonamides by Reaction of N-(2,2,2-Trichloroethylidene)arenesulfonamides with 1H-benzimidazole-2-thiol
Content Type Journal Article
Category Short Communications
Pages 607-609
DOI 10.1134/S1070428012040276
Authors
I. B. Rozentsveig, Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, ul. Favorskogo 1, Irkuts, 664033 Russia
V. Yu. Serykh, Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, ul. Favorskogo 1, Irkuts, 664033 Russia
G. G. Levkovskaya, Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, ul. Favorskogo 1, Irkuts, 664033 Russia
Sulfonation of phenanthrene with sulfuric acid, followed by neutralization with sodium hydroxide, gave a mixture of isomeric
sodium phenanthrenesulfonates in an overall yield of 83%. Sodium phenanthrene-2-, -3-, and -9-sulfonates were isolated in
17, 43, and 4% yield, respectively. Sulfonation of phenanthrene with ClSO3H or SO3 did not improve the yields of phenanthrene-2- and -3-sulfonic acids. Treatment of sodium phenanthrene-2- and -3-sulfonates
with PCl5-POCl3 or SOCl2-DMF afforded the corresponding sulfonyl chlorides in 89 and 87 or 69 and 70% yield, respectively. Pure phenanthrene-2- and
-3-sulfonyl chlorides were also synthesized in 27 and 51% yield by reaction of a mixture of 2- and 3-sulfonates with PCl5-POCl3.
Content Type Journal Article
Pages 547-551
DOI 10.1134/S1070428012040148
Authors
V. V. Russkikh, Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Division, Russian Academy of Sciences, pr. Akademika Lavrent’eva 9, Novosibirsk, 630090 Russia
E. A. Khokhrina, Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Division, Russian Academy of Sciences, pr. Akademika Lavrent’eva 9, Novosibirsk, 630090 Russia
V. V. Shelkovnikov, Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Division, Russian Academy of Sciences, pr. Akademika Lavrent’eva 9, Novosibirsk, 630090 Russia
Crystallization of N-[(8R)-2-methoxy-5,6,7,8,9,10-hexahydro-6,9-methanocyclohepta[b]indol-8-yl]acetamide was accompanied by oxidation at the C5a–C10a bond with formation of N-[(5S)-10-methoxy-2,8-dioxo-1,2,3,4,5,6,7,8-octahydro-3,6-methano-1-benzazecin-5-yl]acetamide whose structure was determined by
X-ray analysis. Docking of this compound into melatonin-binding pocket of MT1A receptor was simulated by computer-assisted molecular modeling.
Content Type Journal Article
Pages 552-555
DOI 10.1134/S107042801204015X
Authors
T. Yu. Baranova, Faculty of Chemistry, Moscow State University, Vorob’evy gory 1, Moscow, 119992 Russia
O. N. Zefirova, Faculty of Chemistry, Moscow State University, Vorob’evy gory 1, Moscow, 119992 Russia
A. M. Banaru, Faculty of Chemistry, Moscow State University, Vorob’evy gory 1, Moscow, 119992 Russia
V. N. Khrustalev, Nesmeyanov Institute of Organometallic Compounds, Russian Academy of Sciences, ul. Vavilova 28, Moscow, 119991 Russia
A. A. Ivanova, Department of Biochemistry, Emory University School of Medicine, 1510 Clifton Road, Atlanta, GA 30322, USA
A. A. Ivanov, Emory Chemical Biology Discovery Center, Emory University School of Medicine, 1462 Clifton Road, Atlanta, GA 30322, USA
N. S. Zefirov, Faculty of Chemistry, Moscow State University, Vorob’evy gory 1, Moscow, 119992 Russia
Reactions of 2-(phenylamino)benzoic and 2-(phenylamino)- and 2-methyl-6-phenylpyridine-3-carboxylic acid hydrazides with succinic
anhydride in organic solvents at room temperature gave the corresponding 4-(2-aroylhydrazinyl)-4-oxobutanoic acids. The reactions
in boiling acetic acid afforded N-(2,5-dioxopyrrolidin-1-yl)benzamide or N-(2,5-dioxopyrrolidin-1-yl)pyridine-3-carboxamide.
Content Type Journal Article
Pages 544-546
DOI 10.1134/S1070428012040136
Authors
M. E. Kon’shin, Perm Pharmaceutical Academy, Ministry of Health Protection of the Russian Federation, ul. Polevaya 2, Perm, 614000 Russia
A. L. Efremov, Perm Pharmaceutical Academy, Ministry of Health Protection of the Russian Federation, ul. Polevaya 2, Perm, 614000 Russia
M. I. Vakhrin, Perm Pharmaceutical Academy, Ministry of Health Protection of the Russian Federation, ul. Polevaya 2, Perm, 614000 Russia
A. A. Gorbunov, Institute of Technical Chemistry, Ural Division, Russian Academy of Sciences, Perm, Russia
Depending on the reactant ratio, dithiooxamide (ethanedithioamide) reacted as N-nucleophile or N,N?-binucleophile with highly
electrophilic aldimines, N-(2,2,2-trichloroethylidene)- and N-(2,2-dichloro-2-phenylethylidene)arenesulfonamides, to give the corresponding mono- or bis-adducts, N-[2-polychloro-1-(arylsulfonylamino) ethyl]ethanedithioamides or N,N?-bis[2-polychloro-1-(arylsulfonylamino)ethyl]ethanedithioamides, in good yield.
Content Type Journal Article
Pages 481-484
DOI 10.1134/S1070428012040021
Authors
G. N. Rozentsveig, Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033 Russia
A. I. Fedotova, Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033 Russia
V. Yu. Serykh, Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033 Russia
K. A. Chernyshev, Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033 Russia
I. B. Rozentsveig, Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033 Russia
1,2-Dichlorotetrafluorobenzene was obtained by reactions of chlorine with 5,6,7,8-tetrafluoro-1,4-benzodioxane and with a
mixture of 3,4,5,6-tetrafluorophthaloyl chloride and 3,3-dichloro-4,5,6,7-tetrafluorophthalide at 500–550°C. Pyrolysis of
pure 3,4- and 2,5-dichlorotrifluorobenzenethiols, as well as of a mixture of 3,4-, 2,4-, and 2,5-dichlorotrifluorobenzenethiols,
in the presence of chlorine at 400–415°C in a flow system gave difficultly accessible 1,2,4-trichlorotrifluorobenzene.
Content Type Journal Article
Pages 536-543
DOI 10.1134/S1070428012040124
Authors
P. V. Nikul’shin, Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Division, Russian Academy of Sciences, pr. Akademika Lavrent’eva 9, Novosibirsk, 630090 Russia
A. M. Maksimov, Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Division, Russian Academy of Sciences, pr. Akademika Lavrent’eva 9, Novosibirsk, 630090 Russia
V. E. Platonov, Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Division, Russian Academy of Sciences, pr. Akademika Lavrent’eva 9, Novosibirsk, 630090 Russia
Reactions of 1-(?-bromoalkyl)-3,6-dimethyluracils and 1,3-bis(?-bromoalkyl)-6-methyluracils with sodium azide gave the corresponding mono- and bis-azides. 1,3-Dipolar cycloaddition of the
latter with prop-2-yn-1-ol, hex-1-yne, and dec-1-yne in the presence of copper(I) ions afforded acyclic and macrocyclic uracil
derivatives containing 1,4-disubstituted 1,2,3-triazole fragments, which were subjected to quaternization with propyl iodide
and methyl p-toluenesulfonate at the 1,2,3-triazole nitrogen atom.
Content Type Journal Article
Pages 582-587
DOI 10.1134/S1070428012040203
Authors
V. E. Semenov, Arbuzov Institute of Organic and Physical Chemistry, Kazan Research Center, Russian Academy of Sciences, ul. Arbuzova 8, Kazan, 420088 Tatarstan, Russia
A. E. Nikolaev, Arbuzov Institute of Organic and Physical Chemistry, Kazan Research Center, Russian Academy of Sciences, ul. Arbuzova 8, Kazan, 420088 Tatarstan, Russia
E. S. Krylova, Arbuzov Institute of Organic and Physical Chemistry, Kazan Research Center, Russian Academy of Sciences, ul. Arbuzova 8, Kazan, 420088 Tatarstan, Russia
D. R. Sharafutdinova, Arbuzov Institute of Organic and Physical Chemistry, Kazan Research Center, Russian Academy of Sciences, ul. Arbuzova 8, Kazan, 420088 Tatarstan, Russia
V. S. Reznik, Arbuzov Institute of Organic and Physical Chemistry, Kazan Research Center, Russian Academy of Sciences, ul. Arbuzova 8, Kazan, 420088 Tatarstan, Russia
1-R-Tricyclo[4.1.0.02,7]heptanes (R = H, Me, Ph) take up methane- and halomethanesulfonyl thiocyanates XCH2SO2SCN (X = H, Cl, Br) at the central C1–C7 bond in benzene at 20°C with high anti-selectivity to give bicyclo[3.1.1]heptane derivatives with the 7-endo-oriented sulfonyl group and the thiocyanato group in the geminal position with respect to the R substituent. The syn-adducts lose HSCN molecule by the action of potassium tert-butoxide in THF at 0°C or on heating in boiling aqueous dioxane containing NaOH with formation of 1-(X-methylsulfonyl)tricyclo[4.1.0.02,7]heptanes. Under analogous conditions the anti-adducts (X = Me) are converted into 1,2-bis(7-syn-methylsulfonyl-6-endo-R-bicyclo[3.1.1]hept-6-exo-yl)disulfanes. The anti-adduct derived from unsubstituted tricyclo[4.1.0.02,7]heptane and MeSO2SCN reacted with methyllithium or phenylmagnesium bromide to produce 7-anti-methyl(phenyl)sulfanyl-6-endo-methylsulfonylbicyclo-[3.1.1]heptanes which were also obtained by photochemical addition of MeSO2SMe(or Ph) to tricyclo-[4.1.0.02,7]heptane. Geometric parameters of radical intermediates in the sulfonylation of 1-R-tricyclo-[4.1.0.02,7]heptanes were optimized ab initio using 6-31G basis set.
Content Type Journal Article
Pages 494-504
DOI 10.1134/S1070428012040057
Authors
V. A. Vasin, Ogarev Mordovian State University, ul. Bol’shevistskaya 68, Saransk, 430005 Russia
P. S. Petrov, Ogarev Mordovian State University, ul. Bol’shevistskaya 68, Saransk, 430005 Russia
S. G. Kostryukov, Ogarev Mordovian State University, ul. Bol’shevistskaya 68, Saransk, 430005 Russia
V. V. Razin, St. Petersburg State University, Universitetskii pr. 26, St. Petersburg, 198504 Russia
Formation of alkyl 1-methyl-3,9-dioxo-2-phenyl-2,3,4,9-tetrahydro-1H-pyrrolo[3,4-b]quinoline-1-carboxylates by thermolysis of alkyl 1,5-diaryl-4-methyl-2,3,6-trioxo-1,2,3,4,5,6-hexahydropyrrolo[3,4-b]pyrrole-4-carboxylates
Content Type Journal Article
Category Short Communications
Pages 616-617
DOI 10.1134/S1070428012040306
Authors
V. L. Gein, Perm State Pharmaceutical Academy, ul. Polevaya 2, Perm, 614000 Russia
R. O. Dyrenkov, Perm State Pharmaceutical Academy, ul. Polevaya 2, Perm, 614000 Russia
N. A. Kornienko, Perm State Pharmaceutical Academy, ul. Polevaya 2, Perm, 614000 Russia
M. I. Vakhrin, Perm State Pharmaceutical Academy, ul. Polevaya 2, Perm, 614000 Russia
P. A. Slepukhin, Postovskii Institute of Organic Synthesis, Ural Division, Russian Academy of Sciences, ul. S. Kovalevskoi/Akademicheskaya 20/22, Yekaterinburg, 620990 Russia
Efficient procedures were developed for the synthesis of N-aryl-1,5,3-dithiazepanes and N-aryl-1,5,3-dithiazocanes by cyclocondensation of anilines with formaldehyde and ?,?-dithiols (etane-1,2-dithiol and propane-1,3-dithiol),
as well as by transamination of N-tert-butyl-1,5,3-dithiazepane or N-tert-butyl-1,5,3-dithiazocane with aromatic amines in the presence of samarium and cobalt complexes.
Content Type Journal Article
Pages 588-593
DOI 10.1134/S1070428012040215
Authors
N. N. Murzakova, Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, pr. Oktyabrya 141, Ufa, 450075 Bashkortostan, Russia
K. I. Prokof’ev, Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, pr. Oktyabrya 141, Ufa, 450075 Bashkortostan, Russia
T. V. Tyumkina, Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, pr. Oktyabrya 141, Ufa, 450075 Bashkortostan, Russia
A. G. Ibragimov, Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, pr. Oktyabrya 141, Ufa, 450075 Bashkortostan, Russia
2,2-Bis(nitromethyl)decane and 4-methyl-2,2-bis(nitromethyl)pentane reacted with ?-bromolevoglucosenone in the presence of
a base under ultrasonic treatment to give the corresponding cyclopenta-fused derivatives. Analogous reactions of 1,1-bis(nitromethyl)cycloalkanes
with ?-bromolevoglucosenone afforded spiro compounds.
Content Type Journal Article
Pages 456-459
DOI 10.1134/S1070428012030219
Authors
L. Kh. Faizullina, Bashkir State University, ul. Zaki Validi 32, Ufa, 450074 Bashkortostan, Russia
M. M. Iskakova, Bashkir State University, ul. Zaki Validi 32, Ufa, 450074 Bashkortostan, Russia
A. A. Pershin, Bashkir State University, ul. Zaki Validi 32, Ufa, 450074 Bashkortostan, Russia
Sh. M. Salikhov, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia
M. G. Safarov, Bashkir State University, ul. Zaki Validi 32, Ufa, 450074 Bashkortostan, Russia
F. A. Valeev, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia
Electrophilic substitution reactions (formylation and acylation) in the series of 2-[2-(2-furyl)vinyl]- and 2-[2-(2-thienyl)vinyl]benzothiazoles
leads to the corresponding derivatives at the ?-position of the furan or thiophene ring. The presence of a vinylene bridge
weakens deshielding effect of the benzothiazole fragment on ?-excessive heterocycles, so that such compounds react at a higher
rate and under milder conditions as compared to hetarylbenzothiazoles having no vinylene bridge.
Content Type Journal Article
Pages 423-425
DOI 10.1134/S1070428012030141
Authors
E. V. Drobysheva, South Russian State Technical University (Novocherkassk Polytechnic Institute), ul. Prosveshcheniya 132, Novocherkassk, 346428 Russia
A. A. Aleksandrov, South Russian State Technical University (Novocherkassk Polytechnic Institute), ul. Prosveshcheniya 132, Novocherkassk, 346428 Russia
M. M. El’chaninov, South Russian State Technical University (Novocherkassk Polytechnic Institute), ul. Prosveshcheniya 132, Novocherkassk, 346428 Russia
Methyl 1-bromocyclopentanecarboxylate and methyl 1-bromocyclohexanecarboxylate reacted with zinc and 2-arylmethylidene-2,3-dihydro-1H-inden-1-ones or 2-arylmethylidene-3,4-dihydronaphthalen-1(2H)-ones to give 4?-aryl-4?,5?-dihydro-2?H-spiro[cyclopentane(cyclohexane)-1,3?-indeno[1,2-b]pyran]-2?-ones or 4-aryl-5,6-dihydrospiro[benzo[h]chromene-3,1?-cyclopentane(cyclohexane)]-2(4H)-ones, respectively.
Content Type Journal Article
Pages 368-372
DOI 10.1134/S1070428012030050
Authors
N. F. Kirillov, Perm State University, ul. Bukireva 15, Perm, 614990 Russia
A. G. Gavrilov, Perm State University, ul. Bukireva 15, Perm, 614990 Russia
M. I. Vakhrin, Perm State University, ul. Bukireva 15, Perm, 614990 Russia
3,5-Disubstituted 1,4-dihydropyridazine-4-carboxylic and 4,6-disubstituted 2,5-dihydropyridazine-3,5-dicarboxylic acid esters
undergo isomerization into 2,5-dihydropyridazine-4-carboxylate and 1,4-dihydropyridazine-3,5-dicarboxylate derivatives, respectively,
by the action of a catalytic amount of a mineral acid or strong base at 20°C. The transformation may be regarded as prototropic
rearrangement, and it includes two consecutive 1,2-hydride shifts. The direction of the isomerization is determined by higher
thermodynamic stability of the isomer containing a ?-aminoacrylate fragment.
Content Type Journal Article
Pages 434-438
DOI 10.1134/S1070428012030177
Authors
V. V. Razin, St. Petersburg State University, Universitetskii pr. 26, St. Petersburg, 198504 Russia
M. E. Yakovlev, St. Petersburg State University, Universitetskii pr. 26, St. Petersburg, 198504 Russia
V. A. Vasin, Ogarev Mordovian State University, Saransk, Russia
Three-component reaction of N-methyl- or N,N-diethyl-3-oxobutanamide with aromatic aldehydes and tetrazol-5-amine monohydrate gave the corresponding N-substituted 7-aryl-5-methyl-4,7-dihydrotetrazolo-[1,5-a]pyrimidine-6-carboxamides.
Content Type Journal Article
Pages 419-422
DOI 10.1134/S107042801203013X
Authors
V. L. Gein, Perm State Pharmaceutical Academy, ul. Polevaya 2, Perm, 614990 Russia
T. M. Zamaraeva, Perm State Pharmaceutical Academy, ul. Polevaya 2, Perm, 614990 Russia
N. V. Nosova, Perm State Pharmaceutical Academy, ul. Polevaya 2, Perm, 614990 Russia
M. I. Vakhrin, Perm State Pharmaceutical Academy, ul. Polevaya 2, Perm, 614990 Russia
P. A. Slepukhin, Postovskii Institute of Organic Synthesis, Ural Division, Russian Academy of Sciences, ul. S. Kovalevskoi 20, Yekaterinburg, 620219 Russia
Heating of the bromination product of 4-methyl-3,6-dihydro-2H-pyran with 4-toluidine or 2-bromo-4-methylamiline in triethylamine gave 4-methyl-N-(4-methylphenyl)- and N-(2-bromo-4-methylphenyl)-4-methyl-3,6-dihydro-2H-pyran-3-amines which were converted into the corresponding amides by reaction with bromo- or chloroacetyl chloride. 1-{4a,6-Dimethyl-4a,9a-dihydropyrano[3,4-b]indol-9(1H)-yl} ethanone was synthesized in good yield by heating N-(2-bromo-4-methylphenyl)-N-(4-methyl-3,6-dihydro-2Hpyran-3-yl)acetamide in boiling toluene in the presence of palladium(II) acetate, triphenylphosphine, copper(II) acetate,
triethylamine, and potassium carbonate.
Content Type Journal Article
Pages 383-386
DOI 10.1134/S1070428012030086
Authors
D. A. Skladchikov, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia
A. A. Fatykhov, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia
R. R. Gataullin, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia
25-Fluoroponasterone A diacetonide reacted with lithium in liquid ammonia to give 25-fluoro-9?,20-dihydroxyecdysone diacetonide
whose hydrolysis afforded 25-fluoro-9?,20-dihydroxyecdysone 20,22-acetonide. Nonfluorinated analog of the latter was isolated
previously from Silene italica ssp. nemoralis.
Content Type Journal Article
Pages 463-466
DOI 10.1134/S1070428012030232
Authors
S. R. Afon’kina, Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, pr. Oktyabrya 141, Ufa, 450075 Bashkortostan, Russia
R. G. Savchenko, Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, pr. Oktyabrya 141, Ufa, 450075 Bashkortostan, Russia
N. A. Ves’kina, Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, pr. Oktyabrya 141, Ufa, 450075 Bashkortostan, Russia
I. V. Galyautdinov, Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, pr. Oktyabrya 141, Ufa, 450075 Bashkortostan, Russia
V. N. Odinokov, Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, pr. Oktyabrya 141, Ufa, 450075 Bashkortostan, Russia
New sulfur-containing butano-4-lactones were synthesized by reaction of diethyl 2-alkyl-2-(oxiran-2-ylmethyl)malonates with
biphenyl-4,4?-dithiol, (biphenyl-4,4?-diyl)dimethanethiol, and (2,4,6-trimethylbenzene-1,3-diyl)dimethanethiol. Opening of
the oxirane ring in the initial ester followed the Krasuskii rule.
Content Type Journal Article
Pages 373-375
DOI 10.1134/S1070428012030062
Authors
E. G. Mesropyan, Yerevan State University, A. Manoogian st. 1, Yerevan, 0025 Armenia
A. S. Galstyan, Yerevan State University, A. Manoogian st. 1, Yerevan, 0025 Armenia
A. A. Avetisyan, Yerevan State University, A. Manoogian st. 1, Yerevan, 0025 Armenia
Reactions of 5-nitrospiro[benzimidazole-2,1?-cyclohexane] 1,3-dioxide with aliphatic amines and sodium hydroxide resulted
in removal of one N-oxide oxygen atom and formation of 4-alkylamino- or 4-hydroxy-substituted 5-nitrospiro[benzimidazole-2,1?-cyclohexane] 1-oxides,
respectively. The title compound reacted with ammonia and methylamine in the presence of MnO2 with conservation of both N-oxide moieties, and the products were 4-amino- and 4-methylamino-5-nitrospiro[benzimidazole-2,1?-cyclohexane] 1,3-dioxides.
The reactions with aromatic amines were accompanied by removal of both N-oxide oxygen atoms with formation of N-aryl-5-nitrospiro[benzimidazole-2,1?-cyclohexane]-4-amines. In the reactions of 5-nitrospiro-[benzimidazole-2,1?-cyclohexane]
1,3-dioxide with sodium azide and aromatic amine hydrochlorides nucleophilic replacement of the 5-nitro group by azido or
arylamino occurred, in the first case both N-oxide fragments being conserved. The reactions with aromatic amine hydrochlorides afforded N-aryl-5-nitrospiro[benzimidazole-2,1?-cyclohexan]-4-amine 1-oxides. Treatment of 5-nitrospiro[benzimidazole-2,1?-cyclohexane]
1,3-dioxide with sodium cyanide led to the formation of 5-oxo-3,5-dihydrospiro[benzimidazole-2,1?-cyclohexane]-4-carbonitrile
1-oxide.
Content Type Journal Article
Pages 399-410
DOI 10.1134/S1070428012030116
Authors
V. A. Samsonov, Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Division, Russian Academy of Sciences, pr. Akademika Lavrent’eva 9, Novosibirsk, 630090 Russia
Yu. V. Gatilov, Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Division, Russian Academy of Sciences, pr. Akademika Lavrent’eva 9, Novosibirsk, 630090 Russia
V. A. Savel’ev, Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Division, Russian Academy of Sciences, pr. Akademika Lavrent’eva 9, Novosibirsk, 630090 Russia
S. S. Baranova, Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Division, Russian Academy of Sciences, pr. Akademika Lavrent’eva 9, Novosibirsk, 630090 Russia
Opening of the ?,?-dichlorocyclobutanone ring in the [2 + 2]-cycloadduct of dichloroketene and dimethylfulvene with (+)-?-methylbenzylamine
gave diastereoisomeric 2-dichloromethyl-5-isopropylidene-N-(?-methylbenzyl)cyclopent-3-ene-1-carboxamides, and hydrolysis of the latter at the dichloromethyl group afforded the corresponding
bicyclic aminals which can be readily separated by chromatography on silica gel. The subsequent removal of the ?-methylbenzylamine
fragment via reduction and hydrolysis resulted in the formation of enantiomerically pure (-)- and (+)-6-(1-methylethylidene)-3,3a,6,6a-tetrahydro-1H-cyclopenta[c]-furan-1-ones.
Content Type Journal Article
Pages 442-450
DOI 10.1134/S1070428012030190
Authors
N. A. Ivanova, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia
N. P. Akhmetdinova, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia
Z. R. Valiullina, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia
V. A. Akhmet’yanova, Bashkir State University, Ufa, Bashkortostan, Russia
O. V. Shitikova, Ufa State Academy of Economics and Servises, Ufa, Bashkortostan, Russia
A. N. Lobov, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia
K. Yu. Suponitskii, Nesmeyanov Institute of Organometallic Compounds, Russian Academy of Sciences, ul. Vavilova 28, Moscow, 119991 Russia
L. V. Spirikhin, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia
M. S. Miftakhov, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia
The Schiff base obtained by condensation of furfural with (+)-?-methylbenzylamine was reduced with sodium tetrahydridoborate,
and the resulting amine was alkylated with methyl iodide to obtain the corresponding chiral tertiary amine. Oxidation of the
reduction product with m-chloroperoxybenzoic acid gave (1R)-N-(furan-2-ylmethylidene)-1-phenylethanamine N-oxide.
Content Type Journal Article
Pages 439-441
DOI 10.1134/S1070428012030189
Authors
Z. R. Valiullina, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia
S. S. Gataullin, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia
B. Ya. Tsirel’son, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia
R. F. Valeev, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia
M. S. Miftakhov, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia
3-Polyfluoroalkyl-6,6-dimethyl-7-(1H-1,2,3-triazol-1-yl)-6,7-dihydro-1H-indazol-4(5H)-ones were synthesized with high regioselectivity by 1,3-dipolar cycloaddition of terminal alkynes (phenylacetylene, hex-
1-yne, hept-1-yne, and but-3-yn-1-ol) to 7-azido-6,6-dimethyl-3-polyfluoroalkyl-6,7-dihydro-1H-indazol-4(5H)-ones which were prepared by bromination of 6,6-dimethyl-3-polyfluoroalkyl-6,7-dihydro-1H-indazol- 4(5H)-ones with N-bromosuccinimide in anhydrous carbon tetrachloride, followed by treatment of the corresponding 7-bromo derivatives with sodium
azide.
Content Type Journal Article
Pages 411-418
DOI 10.1134/S1070428012030128
Authors
T. S. Khlebnikova, Institute of Bioorganic Chemistry, National Academy of Sciences of Belarus, ul. Akademika Kuprevicha 5/2, Minsk, 220141 Belarus
Yu. A. Piven’, Institute of Bioorganic Chemistry, National Academy of Sciences of Belarus, ul. Akademika Kuprevicha 5/2, Minsk, 220141 Belarus
A. V. Baranovskii, Institute of Bioorganic Chemistry, National Academy of Sciences of Belarus, ul. Akademika Kuprevicha 5/2, Minsk, 220141 Belarus
F. A. Lakhvich, Institute of Bioorganic Chemistry, National Academy of Sciences of Belarus, ul. Akademika Kuprevicha 5/2, Minsk, 220141 Belarus
Cyclomagnesiation of nitrogen-containing 1,2-dienes with Grignard compounds in the presence of activated magnesium and Cp2TiCl2 as catalyst afforded 2,5-bis(aminoalkylidene)magnesacyclopentanes in high yield.
Content Type Journal Article
Pages 349-353
DOI 10.1134/S1070428012030025
Authors
V. A. D’yakonov, Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, pr. Oktyabrya 141, Ufa, 450075 Bashkortostan, Russia
A. A. Makarov, Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, pr. Oktyabrya 141, Ufa, 450075 Bashkortostan, Russia
E. Kh. Makarova, Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, pr. Oktyabrya 141, Ufa, 450075 Bashkortostan, Russia
L. M. Khalilov, Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, pr. Oktyabrya 141, Ufa, 450075 Bashkortostan, Russia
U. M. Dzhemilev, Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, pr. Oktyabrya 141, Ufa, 450075 Bashkortostan, Russia
Ozonolysis of 19?,28-epoxy-A-neo-5?-methyl-25-nor-18?-olean-9-ene gave 23% of 1?,10?: 9?,11?: 19?,28-triepoxy-A-neo-5?-methyl-25-nor-18?-oleane
whose structure was determined by X-ray analysis.
Content Type Journal Article
Pages 460-462
DOI 10.1134/S1070428012030220
Authors
O. B. Kazakova, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia
E. F. Khusnutdinova, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia
G. A. Tolstikov, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia
K. Yu. Suponitskii, Nesmeyanov Institute of Organometallic Compounds, Russian Academy of Sciences, ul. Vavilova 28, Moscow, 119991 Russia
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