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有机硒催化的烯烃与恶唑烷酮的交叉脱氢偶联反应

Organoselenium-Catalyzed Cross-Dehydrogenative Coupling of Alkenes and Azlactones.

作者信息

Wei Wei, Zhao Xiaodan

机构信息

Institute of Organic Chemistry and MOE Key Laboratory of Bioinorganic and Synthetic Chemistry, School of Chemistry, Sun Yat-Sen University, Guangzhou 510006, P. R. China.

出版信息

Org Lett. 2022 Mar 11;24(9):1780-1785. doi: 10.1021/acs.orglett.2c00117. Epub 2022 Feb 28.

Abstract

The carbon-carbon bond-forming cross-dehydrogenative coupling of alkenes and azlactones by organoselenium catalysis involving a high-valent -methoxyphenyl selenium species is disclosed. A series of α,α-disubstituted α-amino acid derivatives were obtained in excellent regioselectivities through vinyl or allylic C-H functionalization. The generality of the method was elucidated by the cross-coupling of an alkene with an oxindole and the direct functionalization of electron-rich arenes with azlactones.

摘要

公开了通过有机硒催化烯烃与恶唑烷酮的碳-碳键形成交叉脱氢偶联反应,该反应涉及高价甲氧基苯基硒物种。通过乙烯基或烯丙基C-H官能化,以优异的区域选择性获得了一系列α,α-二取代α-氨基酸衍生物。通过烯烃与氧化吲哚的交叉偶联以及富电子芳烃与恶唑烷酮的直接官能化,阐明了该方法的通用性。

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