Cobalt-Catalyzed Cyclization of 2-Bromobenzamides with Carbodiimides: A New Route for the Synthesis of 3-(Imino)isoindolin-1-ones

A novel synthetic pathway to approach 3-(imino)isoindolin-1-ones by the Co-catalyzed cyclization reaction of 2-bromobenzamides with carbodiimides has been developed. This catalytic reaction can tolerate a variety of substituents and provide corresponding products in moderate yields for most cases. A...

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Bibliographic Details
Published in:Molecules (Basel, Switzerland) Switzerland), 2021-11, Vol.26 (23), p.7212
Main Authors: Aman, Hasil, Huang, Yu-Chiao, Liu, Yu-Hao, Tsai, Yu-Lin, Kim, Min, Hsieh, Jen-Chieh, Chuang, Gary Jing
Format: Article
Language:English
Subjects:
3-(imino)isoindolin-1-one
carbodiimide
Carbodiimides
Cobalt
cobalt-catalyzed
cyclization
Investigations
N-heterocycle
Nitrogen
Reaction mechanisms
Solvents
Substitution reactions
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Summary:A novel synthetic pathway to approach 3-(imino)isoindolin-1-ones by the Co-catalyzed cyclization reaction of 2-bromobenzamides with carbodiimides has been developed. This catalytic reaction can tolerate a variety of substituents and provide corresponding products in moderate yields for most cases. According to the literature, the reaction mechanism is proposed through the formation of a five-membered aza-cobalacycle complex, which carries out the following reaction subsequence, including nucleophilic addition and substitution, to furnish the desired structures.
ISSN:1420-3049
1420-3049
DOI:10.3390/molecules26237212