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Article

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

by
Yunfei Tian
1,*,
Dongyu Guo
2,
Luping Zheng
1,
Shaolu Yang
1,
Ningning Zhang
1,
Weijun Fu
1 and
Zejiang Li
2
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
*
Author to whom correspondence should be addressed.
Molecules 2024, 29(5), 973; https://doi.org/10.3390/molecules29050973
Submission received: 12 January 2024 / Revised: 15 February 2024 / Accepted: 19 February 2024 / Published: 22 February 2024
(This article belongs to the Special Issue Advances in Heterocyclic Synthesis)
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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 electrochemical synthesis; difluoroethylation; radical; polycyclic compounds; tandem cyclization

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MDPI and ACS Style

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. https://doi.org/10.3390/molecules29050973

AMA Style

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(5):973. https://doi.org/10.3390/molecules29050973

Chicago/Turabian Style

Tian, Yunfei, Dongyu Guo, Luping Zheng, Shaolu Yang, Ningning Zhang, Weijun Fu, and Zejiang Li. 2024. "Electrochemical Radical Tandem Difluoroethylation/Cyclization of Unsaturated Amides to Access MeCF2-Featured Indolo/Benzoimidazo [2,1-a]Isoquinolin-6(5H)-ones" Molecules 29, no. 5: 973. https://doi.org/10.3390/molecules29050973

APA Style

Tian, Y., Guo, D., Zheng, L., Yang, S., Zhang, N., Fu, W., & Li, Z. (2024). Electrochemical Radical Tandem Difluoroethylation/Cyclization of Unsaturated Amides to Access MeCF2-Featured Indolo/Benzoimidazo [2,1-a]Isoquinolin-6(5H)-ones. Molecules, 29(5), 973. https://doi.org/10.3390/molecules29050973

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