Electrochemical Radical Tandem Difluoroethylation/Cyclization of Unsaturated Amides to Access MeCF2-Featured Indolo/Benzoimidazo [2,1-a]Isoquinolin-6(5H)-ones

Author:

Tian Yunfei1,Guo Dongyu2,Zheng Luping1,Yang Shaolu1,Zhang Ningning1,Fu Weijun1,Li Zejiang2

Affiliation:

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

2. 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

Abstract

A metal-free electrochemical oxidative difluoroethylation of 2-arylbenzimidazoles was accomplished, which provided an efficient strategy for the synthesis of MeCF2-containing benzo[4,5]imidazo[2,1-a]-isoquinolin-6(5H)-ones. In addition, the method also enabled the efficient construction of various difluoroethylated indolo[2,1-a]isoquinolin-6(5H)-ones. Notably, this electrochemical synthesis protocol proceeded well under mild conditions without metal catalysts or exogenous additives/oxidants added.

Funder

National Natural Science Foundation of China

Natural Science Foundation of Hebei Province

Key Scientific Research Project of Higher Education of Henan Province

Key Laboratory of Photochemical Conversion and Optoelectronic Materials, TIPC, CAS

Publisher

MDPI AG

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