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Metal-Free Cascade Formation of Intermolecular C–N Bonds Accessing Substituted Isoindolinones under Cathodic Reduction

Authors :
Zou, Zirong
Cai, Genuo
Chen, Weihao
Zou, Canlin
Li, Yamei
Wu, Hongting
Chen, Lu
Hu, Jinhui
Li, Yibiao
Huang, Yubing
Source :
The Journal of Organic Chemistry; November 2021, Vol. 86 Issue: 21 p15777-15784, 8p
Publication Year :
2021

Abstract

An electrochemical protocol for the construction of substituted isoindolinones via reduction/amidation of 2-carboxybenzaldehydes and amines has been realized. Under metal-free and external-reductant-free electrolytic conditions, the reaction achieves the cascade formation of intermolecular C–N bonds and provides a series of isoindolinones in moderate to good yields. The deuterium-labeling experiment proves that the hydrogen in the methylene of the product is mainly provided by H2O in the system.

Details

Language :
English
ISSN :
00223263
Volume :
86
Issue :
21
Database :
Supplemental Index
Journal :
The Journal of Organic Chemistry
Publication Type :
Periodical
Accession number :
ejs58122705
Full Text :
https://doi.org/10.1021/acs.joc.1c01845