Regioselectivity in the amination of azines: Reaction of pyrazine derivatives with O-mesitylenesulfonylhydroxylamine

GI Borodkin, AY Vorob'ev, MM Shakirov…

Index: Borodkin; Vorob'ev; Shakirov; Shubin Russian Journal of Organic Chemistry, 2011 , vol. 47, # 6 p. 889 - 896

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Citation Number: 2

Abstract

Abstract Treatment of 2-X-substituted pyrazines [X= H, Me, Et, Pr, i-Pr, t-Bu, MeCH (OH), H 2 N, AcNH] with O-mesitylenesulfonylhydroxylamine gave the corresponding 2-X-and 3-X-(1- amino) pyrazin-1-ium mesitylenesulfonates. 2-Alkylpyrazines (X= Me, Et, Pr, i-Pr) displayed a correlation between the logarithms of the concentration ratio of 2-and 3-substituted cations and substituent steric constants. Wider series of substituted pyrazines [X= H, Me, Et, Pr, i- ...