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通过β-酮砜和亚砜的普默勒尔反应对β-亚磺酰基酮和α,β-二磺酰基酮进行酸控访问。

Acid-Controlled Access to β-Sulfenyl Ketones and α,β-Disulfonyl Ketones by Pummerer Reaction of β-Keto Sulfones and Sulfoxides.

作者信息

Fan Jian, Zhao Yiming, Zhang Jitan, Xie Meihua, Zhang Yuzhong

机构信息

Key Laboratory of Functional Molecular Solids (Ministry of Education), Anhui Key Laboratory of Molecular Based Materials, College of Chemistry and Materials Science , Anhui Normal University , Wuhu 241002 , China.

出版信息

J Org Chem. 2020 Jan 17;85(2):691-701. doi: 10.1021/acs.joc.9b02766. Epub 2019 Dec 16.

Abstract

A convenient acid-mediated reaction of β-keto sulfones with sulfoxides under metal-free conditions has been developed, thereby delivering the acid-controlled synthesis of β-sulfenyl ketones and α,β-disulfonyl ketones in good to excellent yields. The mechanism of the transformations has been studied carefully, which suggested the involvement of a radical process in the formation of α,β-disulfonyl ketones.

摘要

已开发出一种在无金属条件下β-酮砜与亚砜的便捷酸介导反应,从而以良好至优异的产率实现了酸控制合成β-亚磺酰基酮和α,β-二磺酰基酮。已对转化机理进行了仔细研究,结果表明在α,β-二磺酰基酮的形成过程中涉及自由基过程。

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