The Epoxidation of Carbonyl Compounds with a Benzyne-Triggered Sulfur Ylide

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• 作者：Mei-Mei Lou ; Han Wang ; Li Song ; Hong-Yi Liu ; Zhong-Qiu Li ; Xiao-Shuang Guo ; Fu-Geng Zhang ; Bin Wang
• 刊名：Journal of Organic Chemistry
• 出版年：2016
• 出版时间：July 15, 2016
• 年：2016
• 卷：81
• 期：14
• 页码：5915-5921
• 全文大小：403K
• 年卷期：0
• ISSN：1520-6904

文摘

An efficient method for the synthesis of epoxides from carbonyl compounds, sulfoxides, and benzyne is presented. The strategy involved an epoxidation by a sulfur ylide which is formed in situ from sulfoxide and benzyne through the S–O bond insertion and deprotonation. This one-pot reaction proceeds under mild and base-free conditions, providing a convenient way to introduce the substituted methylene groups onto the carbonyl carbon.