A mild and catalytic decarboxylation of α-iminoacids by tributyl phosphine.

被引:12
作者
Barton, DHR [1 ]
Taran, F [1 ]
机构
[1] Texas A&M Univ, Dept Chem, College Stn, TX 77842 USA
关键词
D O I
10.1016/S0040-4039(98)00955-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
alpha-Iminoacids, prepared from a-keto acids and primary amines, undergo decarboxylation to the corresponding imines by reaction with a catalytic amount of tributylphosphine. No reaction has been observed with alpha-keto acids or their phenyl-hydrazone, tosyl-hydrazone or oxime derivatives under the same conditions. However, carboxy-azines react rapidly with tributylphosphine and give the corresponding aldazines quantitatively. The mechanism of this reaction is also discussed. (C) 1998 Elsevier Science Ltd. All rights reserved.
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页码:4777 / 4780
页数:4
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