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Cobalt-Catalyzed Annulation of Amides with Isocyanides via C(sp2)–H Activation

Authors :
Cheng-Guo Liu
Shun-Jun Ji
Zheng-Yang Gu
Shun-Yi Wang
Source :
The Journal of Organic Chemistry. 82:2223-2230
Publication Year :
2017
Publisher :
American Chemical Society (ACS), 2017.

Abstract

A cobalt-catalyzed [4 + 1] cycloaddition of easily accessible amides with isocyanides for the efficient synthesis of 3-iminoisoindolinone derivatives in high yield under mild conditions via intramolecular C(sp2)–H activation and isocyanide insertion is reported. The annulation was found to be applicable to a broad range of substrates, including arylamides, heteroarylamides, and acrylamide derivatives. Strongly coordinating N-heterocyclic directing groups such as pyridine, pyrimidine, and even pyrazole were fully tolerated in this cobalt-catalyzed C–H activation reaction.

Details

ISSN :
15206904 and 00223263
Volume :
82
Database :
OpenAIRE
Journal :
The Journal of Organic Chemistry
Accession number :
edsair.doi...........80dcb2f3b83e8d46329192801dace522
Full Text :
https://doi.org/10.1021/acs.joc.6b02797