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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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Autores principales: Aman, Hasil, Huang, Yu-Chiao, Liu, Yu-Hao, Tsai, Yu-Lin, Kim, Min, Hsieh, Jen-Chieh, Chuang, Gary Jing
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8658922/
https://www.ncbi.nlm.nih.gov/pubmed/34885794
http://dx.doi.org/10.3390/molecules26237212
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author Aman, Hasil
Huang, Yu-Chiao
Liu, Yu-Hao
Tsai, Yu-Lin
Kim, Min
Hsieh, Jen-Chieh
Chuang, Gary Jing
author_facet Aman, Hasil
Huang, Yu-Chiao
Liu, Yu-Hao
Tsai, Yu-Lin
Kim, Min
Hsieh, Jen-Chieh
Chuang, Gary Jing
author_sort Aman, Hasil
collection PubMed
description 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.
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spelling pubmed-86589222021-12-10 Cobalt-Catalyzed Cyclization of 2-Bromobenzamides with Carbodiimides: A New Route for the Synthesis of 3-(Imino)isoindolin-1-ones Aman, Hasil Huang, Yu-Chiao Liu, Yu-Hao Tsai, Yu-Lin Kim, Min Hsieh, Jen-Chieh Chuang, Gary Jing Molecules Article 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. MDPI 2021-11-28 /pmc/articles/PMC8658922/ /pubmed/34885794 http://dx.doi.org/10.3390/molecules26237212 Text en © 2021 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Aman, Hasil
Huang, Yu-Chiao
Liu, Yu-Hao
Tsai, Yu-Lin
Kim, Min
Hsieh, Jen-Chieh
Chuang, Gary Jing
Cobalt-Catalyzed Cyclization of 2-Bromobenzamides with Carbodiimides: A New Route for the Synthesis of 3-(Imino)isoindolin-1-ones
title Cobalt-Catalyzed Cyclization of 2-Bromobenzamides with Carbodiimides: A New Route for the Synthesis of 3-(Imino)isoindolin-1-ones
title_full Cobalt-Catalyzed Cyclization of 2-Bromobenzamides with Carbodiimides: A New Route for the Synthesis of 3-(Imino)isoindolin-1-ones
title_fullStr Cobalt-Catalyzed Cyclization of 2-Bromobenzamides with Carbodiimides: A New Route for the Synthesis of 3-(Imino)isoindolin-1-ones
title_full_unstemmed Cobalt-Catalyzed Cyclization of 2-Bromobenzamides with Carbodiimides: A New Route for the Synthesis of 3-(Imino)isoindolin-1-ones
title_short Cobalt-Catalyzed Cyclization of 2-Bromobenzamides with Carbodiimides: A New Route for the Synthesis of 3-(Imino)isoindolin-1-ones
title_sort cobalt-catalyzed cyclization of 2-bromobenzamides with carbodiimides: a new route for the synthesis of 3-(imino)isoindolin-1-ones
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8658922/
https://www.ncbi.nlm.nih.gov/pubmed/34885794
http://dx.doi.org/10.3390/molecules26237212
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