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可见光诱导的1-丙烯酰基-2-氰基吲哚的串联环化反应:二氟烷基化吡咯并[1,2-]吲哚二酮的合成方法

Visible-Light-Induced Cascade Cyclization of 1-Acryloyl-2-cyanoindole: Access of Difluoroalkylated Pyrrolo[1,2-]indolediones.

作者信息

Yuan Jinwei, Shen Lu, Guo Na, Yin Yanli, Yang Pengyuan, Yang Liangru, Xiao Yongmei, Zhang Shouren

机构信息

School of Chemistry & Chemical Engineering, Henan University of Technology, Zhengzhou 450001, P. R. China.

College of Advanced Interdisciplinary Science and Technology, Henan University of Technology, Zhengzhou 450001, P. R. China.

出版信息

J Org Chem. 2023 Dec 1;88(23):16598-16608. doi: 10.1021/acs.joc.3c02183. Epub 2023 Nov 10.

Abstract

An effective method for accessing diverse difluoroalkylated pyrrolo[1,2-]indolediones via visible-light-induced PhI(OAc)-promoted cascade difluoroalkylation/cyclization reaction under mild conditions has been established. This method is noteworthy for its use of DMSO-HO as a green medium at room temperature and avoidance of photocatalysts. The reactions are straightforward to execute and convenient to expand on, provide good to excellent yields, and have good functional group tolerance.

摘要

已经建立了一种在温和条件下通过可见光诱导的PhI(OAc)促进的级联二氟烷基化/环化反应来合成各种二氟烷基化吡咯并[1,2 -]吲哚二酮的有效方法。该方法值得注意的是在室温下使用DMSO-HO作为绿色介质并避免使用光催化剂。这些反应易于进行且便于扩展,产率良好至优异,并具有良好的官能团耐受性。

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