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

页码：3933 / 3942

页数：10

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