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Regioselectivity in the amination of methylsulfanyl-substituted azines with O-mesitylenesulfonylhydroxylamine Full article

Journal Russian Journal of Organic Chemistry
ISSN: 1070-4280 , E-ISSN: 1608-3393
Output data Year: 2010, Volume: 46, Number: 6, Pages: 911-916 Pages count : 6 DOI: 10.1134/S1070428010060229
Authors Borodkin G.I. 1,2 , Vorob'ev A.Yu. 1,2 , Shakirov M.M. 1 , Shubin V.G. 1
Affiliations
1 (Данные Web of science) Russian Acad Sci, Vorozhtsov Novosibirsk Inst Organ Chem, Siberian Div, Novosibirsk 630090, Russia
2 (Данные Web of science) Novosibirsk State Univ, Novosibirsk 630090, Russia

Abstract: Reactions of O-mesitylenesulfonylhydroxylamine with 2-(methylsulfanyl)pyrazine, 2-(methylsulfanyl) pyrimidine, and 3,5-dimethyl-2-(methylsulfanyl)pyrimidines involve both sulfur and nitrogen atoms. The amination products at the sulfur atom prevail in the resulting mixture of isomeric cations, and the ratio of the S-NH(2) and N-NH(2) derivatives depends on the substrate nature. The experimental data were interpreted in terms of DFT quantum-chemical calculations.
Cite: Borodkin G.I. , Vorob'ev A.Y. , Shakirov M.M. , Shubin V.G.
Regioselectivity in the amination of methylsulfanyl-substituted azines with O-mesitylenesulfonylhydroxylamine
Russian Journal of Organic Chemistry. 2010. V.46. N6. P.911-916. DOI: 10.1134/S1070428010060229 WOS Scopus РИНЦ OpenAlex
Dates:
Published print: Jun 1, 2010
Published online: Jul 8, 2010
Identifiers:
Web of science: WOS:000279699300022
Scopus: 2-s2.0-77955753847
Elibrary: 15336844
OpenAlex: W2028565736
Citing:
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Web of science 1
Scopus 1
Elibrary 1
OpenAlex 1
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