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.
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页码：3933 / 3942
页数：10
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