Regioselectivity in the Animation of Methylsulfanyl-Substituted Azines with O-Mesitylenesulfonylhydroxylamine

摘要

Reactions of O-mesitylenesulfonylhydroxylamine with 2-(methylsulfanyl)pyrazine, 2-(methylsul-fanyl)pyrimidine, and 3,5-dimethyl-2-(methylsulfanyl)pyrimidines involve both sulfur and nitrogen atoms. The animation products at the sulfur atom prevail in the resulting mixture of isomeric cations, and the ratio of the S-NH2 and N-NH2 derivatives depends on the substrate nature. The experimental data were interpreted in terms of DFT quantum-chemical calculations.