Nitroso group transfer from substituted n-methyl-n-nitrosobenzenesulfonamides to amines. Intrinsic and apparent reactivity

…, JR Leis, JA Moreira, F Norberto

Index: Garcia-Rio; Leis; Moreira; Norberto Journal of Organic Chemistry, 2001 , vol. 66, # 2 p. 381 - 390

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Citation Number: 29

Abstract

We have studied the nitroso group transfer from substituted N-methyl-N- nitrosobenzenesulfonamides to primary and secondary amines, observing that the rate of the reaction increases as a consequence of the presence of electron withdrawing groups on the aromatic ring of the nitrosating agents. The rate constants determined for the nitroso group transfer, k tr, give good Bronsted-type relationships between log k tr (rate constant ...