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用于构建3-氟-1,5-二氢-2-吡咯-2-酮骨架的光催化环化/脱氟多米诺反应序列

Photocatalytic Cyclization/Defluorination Domino Sequence to Access 3-Fluoro-1,5-dihydro-2-pyrrol-2-one Scaffold.

作者信息

Ye Zhi-Peng, Hu Yuan-Zhuo, Guan Jian-Ping, Chen Kai, Liu Fang, Gao Jie, Xiao Jun-An, Xiang Hao-Yue, Chen Xiao-Qing, Yang Hua

机构信息

College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, P. R. China.

College of Chemistry and Materials Science, Nanning Normal University, Nanning 530001, Guangxi, P. R. China.

出版信息

Org Lett. 2021 Jun 18;23(12):4754-4758. doi: 10.1021/acs.orglett.1c01477. Epub 2021 Jun 1.

Abstract

We herein report an unprecedented photoinduced cyclization/defluorination domino process of -allylbromodifluoroacetamide with cyclic secondary amines. Consequently, a wide array of valuable 3-fluoro-1,5-dihydro-2-pyrrol-2-ones were facilely prepared from readily available starting materials under mild conditions. Preliminary mechanistic investigations suggest that a radical chain propagation and amine-promoted defluorination pathway are presumably involved in this transformation.

摘要

我们在此报告了一种前所未有的烯丙基溴二氟乙酰胺与环状仲胺的光诱导环化/脱氟多米诺过程。因此,在温和条件下,由易得的起始原料可轻松制备出一系列有价值的3-氟-1,5-二氢-2-吡咯-2-酮。初步机理研究表明,该转化过程可能涉及自由基链增长和胺促进的脱氟途径。

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