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不饱和酰胺的电化学自由基串联二氟乙基化/环化反应合成含MeCF的吲哚/苯并咪唑[2,1-]异喹啉-6(5)-酮

Electrochemical Radical Tandem Difluoroethylation/Cyclization of Unsaturated Amides to Access MeCF-Featured Indolo/Benzoimidazo [2,1-]Isoquinolin-6(5)-ones.

作者信息

Tian Yunfei, Guo Dongyu, Zheng Luping, Yang Shaolu, Zhang Ningning, Fu Weijun, Li Zejiang

机构信息

Key Laboratory of Fuction-Oriented Porous Materials of Henan Province, College of Chemistry and Chemical Engineering, Luoyang Normal University, Luoyang 471934, China.

Key Laboratory of Medicinal Chemistry and Molecular Diagnosis of the Ministry of Education, State Key Laboratory of New Pharmaceutical Preparations and Excipients, Key Laboratory of Chemical Biology of Hebei Province, College of Chemistry & Materials Science, Hebei University, Baoding 071002, China.

出版信息

Molecules. 2024 Feb 22;29(5):973. doi: 10.3390/molecules29050973.

Abstract

A metal-free electrochemical oxidative difluoroethylation of 2-arylbenzimidazoles was accomplished, which provided an efficient strategy for the synthesis of MeCF-containing benzo[4,5]imidazo[2,1-]-isoquinolin-6(5)-ones. In addition, the method also enabled the efficient construction of various difluoroethylated indolo[2,1-]isoquinolin-6(5)-ones. Notably, this electrochemical synthesis protocol proceeded well under mild conditions without metal catalysts or exogenous additives/oxidants added.

摘要

实现了2-芳基苯并咪唑的无金属电化学氧化二氟乙基化反应,为含MeCF的苯并[4,5]咪唑并[2,1 -]异喹啉-6(5)-酮的合成提供了一种有效策略。此外,该方法还能高效构建各种二氟乙基化的吲哚并[2,1 -]异喹啉-6(5)-酮。值得注意的是,这种电化学合成方案在温和条件下进行良好,无需添加金属催化剂或外源添加剂/氧化剂。

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