The formation of anhydrides in the Mitsunobu reaction.

被引：28
|
作者：
Harvey, PJ [1 ]
vonItzstein, M [1 ]
Jenkins, ID [1 ]
机构：
[1] GRIFFITH UNIV,FAC SCI & TECHNOL,NATHAN,QLD 4111,AUSTRALIA
来源：
TETRAHEDRON | 1997年 / 53卷 / 11期
基金：
澳大利亚研究理事会;
关键词：
D O I：
10.1016/S0040-4020(97)00010-0
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Treatment of benzoic acid with triphenylphosphine and diisopropyl azodicarboxylate in THF or acetonitrile, results in the formation of benzoic anhydride. A significant solvent effect was observed for this reaction. Anhydride formation did not occur however with the more acidic p-nitrobenzoic acid. Relative rate and competition experiments suggest that the improved yields observed when p-nitrobenzoic acid is used instead of benzoic acid in the Mitsunobu esterification reaction are due to competitive anhydride formation in the latter case. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码：3933 / 3942
页数：10
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