Preprint Article Version 1 Preserved in Portico This version is not peer-reviewed

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

Yunfei Tian
* ORCID logo ,
Dongyu Guo
,
Luping Zheng
,
Shaolu Yang
,
Ningning Zhang
,
Weijun Fu
* ,
Zejiang Li
*
Version 1 : Received: 13 January 2024 / Approved: 15 January 2024 / Online: 15 January 2024 (10:27:31 CET)

A peer-reviewed article of this Preprint also exists.

Tian, Y.; Guo, D.; Zheng, L.; Yang, S.; Zhang, N.; Fu, W.; Li, Z. Electrochemical Radical Tandem Difluoroethylation/Cyclization of Unsaturated Amides to Access MeCF2-Featured Indolo/Benzoimidazo [2,1-a]Isoquinolin-6(5H)-ones. Molecules 2024, 29, 973. Tian, Y.; Guo, D.; Zheng, L.; Yang, S.; Zhang, N.; Fu, W.; Li, Z. Electrochemical Radical Tandem Difluoroethylation/Cyclization of Unsaturated Amides to Access MeCF2-Featured Indolo/Benzoimidazo [2,1-a]Isoquinolin-6(5H)-ones. Molecules 2024, 29, 973.

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.

Keywords

electrochemical synthesis; difluoroethylation; radical; polycyclic compounds; tandem cyclization

Subject

Chemistry and Materials Science, Organic Chemistry

Copyright: This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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