Mitsunobu-type alkylation of p-toluenesulfonamide. A convenient new route to primary and secondary amines

被引：32

作者：

Tsunoda, T

Yamamoto, H

Goda, K

Ito, S

机构：

[1] Faculty of Pharmaceutical Sciences, Tokushima Bunri University

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 14期

关键词：

D O I：

10.1016/0040-4039(96)00317-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

p-Toluenesulfonamide, which is known to form phosphine imides under Mitsunobu conditions, was shown to be alkylated in the presence of cyanomethylenetributylphsphorane to give N-substituted sulfonamides in excellent yields. The reaction can be applied to the synthesis of symmetrical and unsymmetrical N,N-disubstituted amides. When coupled with the desulfurization reactions, the reaction provides anew versatile synthetic route to primary and secondary amines from ammonia. Copyright (C) 1996 Elsevier Science Ltd

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页码：2457 / 2458

页数：2

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