O-97 Oxidation of polyfunctional sulfides with chlorine dioxide [Electronic resource] / I. P. Loginova, K. S. Rodygin, S. A. Rubtsova, P. A. Slepukhin, A. V. Kuchin, V. A. Polukeev // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2011. - Vol. 47, № 1. - P124-130 : рис., табл. - Bibliogr. : p. 129-130 (24 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: 3-Benzylsulfanyl-4,5-diphenyl-4H-1,2,4-triazole, 5-methylsulfanyl-1-phenyl-1H-tetrazole, 2-methylsulfanyl-1H-benzimidazole, 2-benzylsulfanyl-1H-benzimidazole, and 1-butylsulfanyl-4-nitrobenzene were oxidized to the corresponding sulfoxides with chlorine dioxide using different modes of oxidant supply. The oxidation process was characterized by high chemoselectivity \\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2011, 47 (1), 124-130.pdf |
O-57 One-Pot Synthesis and Asymmetric Oxidation of 2-Nitro-4-(Trifluoromethyl)Benzene Containing Sulfides / K. S. Rodygin, S. A. Rubtsova, A. V. Kutchin, P. A. Slepukhin // Phosphorus, Sulfur, and Silicon and the Related Elements. - 2011. - Vol. 186, № 9. - С. 1885-1894 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): TRIFLUOROMETHYL -- SULFIDES -- SULFOXIDES Аннотация: An efficient one-pot method for the preparation of 2-nitro-4-(trifluoromethyl)benzene containing sulfides from 1,1?-disulfanediylbis[2-nitro-4-(trifluoromethyl)benzene] is proposed. The corresponding enantiomerically enriched sulfoxides with up to 78% enantiomeric excess are prepared by the asymmetric oxidation of sulfides using a modified Sharpless method. The yield of sulfoxides is shown to decrease with an increase in the bulk of the aliphatic group and with a decrease of the inductive effect of the hydrocarbonic moiety on the sulfur atom.????Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file?? \\\\Cserver\\dist\\НБО\\Электронная библиотека_Библиогр1\\Phosphorus, Sulfur, and Silicon and the Related Elements\\2011, V. 186, № 9, P. 1885.pdf |
A 89 Asymmetric oxidation of hetaryl neomenthyl sulfides / M. Ya. Demakova, D. V. Sudarikov, S. A. Rubtsova, P. A. Slepukhin, A. V. Kutchin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2012. - Vol.48, №1. - С. 113-118 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): ASYMMETRIC OXIDATION -- SULFIDES Аннотация: Previously unknown diastereoisomeric sulfoxides were synthesized by asymmetric oxidation of 2-neomenthylsulfanyl-substituted 1H-imidazole, 1-methyl-1H-imidazole, and 1H-benzimidazole \\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2012, 48 (1), 113-118.pdf |
S 98 Synthesis and Asymmetric Oxidation of (Caranylsulfanyl)-1H-imidazoles / M. Ya. Demakova, D. V. Sudarikov, S. A. Rubtsova, L. L. Frolova, A. V. Popov, P. A. Slepukhin, A. V. Kuchin // Helvetica Chimica Acta. - 2012. - Vol.95, №6. - С. 940-950 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): 1H-IMIDAZOLES -- ASYMMETRIC OXIDATION -- X-RAY CRYSTALLOGRAPHY Аннотация: For the first time 2-(cis-caran-4-ylsulfanyl)-1H-imidazole, 1-methyl-2-(cis-caran-4-ylsulfanyl)-1H-imidazole, and 2-(cis-caran-4-ylsulfanyl)-1H-benzimidazole (carane=3,7,7-trimethylbicyclo[4.1.0]heptane) were synthesized, and the asymmetric oxidation of these compounds was also carried out. It was shown that oxidation by the Bolm system and the modified system of Sharpless lead to corresponding sulfoxides with de values of 91–100% |
S 98 Synthesis of new fluorine-containing pyrazolo[3,4-b]pyridinones [Electronic resource] / K. S. Rodygin, S. A. Rubtsova, P. A. Slepukhin, A. V. Kuchin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2011. - Vol.60, №4. - С. 733-745. - Bibliogr. : p. 745 (28 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): MICROWAVE IRRADIATION -- AMINOPYRAZOLES -- ARYLSULFANYL(DIFLUORO)METHYL GROUP Аннотация: Methods for the synthesis of 4 R 6,7 dihydro 1H pyrazolo[3,4 b]pyridin 6 ones (R = CF2SAr and 4 CFHSAr) were developed. The derivatives with R = CF2SAr were ob tained by both heterocyclization of 1 substituted 5 aminopyrazoles with ethyl 4,4 difluoro 3 oxo 4 phenylsulfanylbutanoate and replacement of the Br atom in 4 bromodifluoromethyl 6,7 dihydro 1H pyrazolo[3,4 b]pyridin 6 ones by sodium arenethiolates. The fragment 4 CF HSAr was introduced by replacement of the Cl atom in 4 chlorofluoromethyl 6,7 dihydro 1H pyrazolo[3,4 b]pyridin 6 ones by sodium arenethiolates. Oxidation of 4 CF2SPh 6,7 dihydro 1H pyrazolo[3,4 b]pyridin 6 ones gave the corresponding sulfoxides; their structures were con firmed by X ray diffraction data \\\\expert2\\NBO\\Russian Chemical Bulletin\\2011, 60 (4), 733-745.pdf |