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

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

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.

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

Published print:	Jun 1, 2010
Published online:	Jul 8, 2010

Web of science	WOS:000279699300022
Scopus	2-s2.0-77955753847
Elibrary	15336844
OpenAlex	W2028565736