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在碱性水溶液中,咪唑促进的涉及环状烯酮的Baylis-Hillman反应的速率显著加快。

Remarkable rate acceleration of imidazole-promoted Baylis-Hillman reaction involving cyclic enones in basic water solution.

作者信息

Luo Sanzhong, Wang Peng George, Cheng Jin-Pei

机构信息

Center for Molecular Science, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100080, China.

出版信息

J Org Chem. 2004 Jan 23;69(2):555-8. doi: 10.1021/jo035345p.

Abstract

The Baylis-Hillman reaction of cyclic enones was greatly accelerated in basic water solution with imidazoles as catalysts, which resulted in short reaction time, high yields, and expanding substrate scopes. Bicarbonate solution was shown to be the optimal reaction medium for the reaction in this study. The apparent "enhanced basicity" of imidazoles accounted for the rate increase in alkaline solution.

摘要

在咪唑作为催化剂的碱性水溶液中,环状烯酮的贝利斯-希尔曼反应大大加速,反应时间缩短、产率高且底物范围扩大。在本研究中,碳酸氢盐溶液被证明是该反应的最佳反应介质。咪唑明显的“增强碱性”解释了碱性溶液中反应速率的增加。

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