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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 36, 2006 - Issue 20
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Original Articles

One‐Pot Wittig Reactions in Aqueous Media: A Rapid and Environmentally Benign Synthesis of α,β‐Unsaturated Carboxylic Esters and Nitriles

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Pages 2939-2947 | Received 16 Feb 2006, Published online: 16 Feb 2007
 

Abstract

One‐pot Wittig reactions of ethyl bromoacetate and bromoacetonitrile with aldehydes in the presence of PPh3 and LiOH in water were investigated. Most of the olefination reactions completed within 5–120 min in refluxing water containing 1.2 M LiCl to afford the olefin products in 71–97% yields with 100:0–55:45 ratios of E:Z isomers.

Acknowledgment

This work was supported in part by a research grand to J. Wu from Zhejiang Province Natural Science Fund (Y404302), China. The authors also thank Wei‐Min Dai for his encouragement and discussion during the course of this study.

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