Preparation of 1,2-substituted benzimidazoles via a copper-catalyzed three component coupling reaction

1,2-Substituted benzimidazoles were prepared by simply stirring a mixture of copper catalysts, N-substituted o-phenylenediamines, sulfonyl azides and terminal alkynes. Particularly, the intermediate N-sulfonylketenimine occurred with two nucleophilic addition and the sulfonyl group was eliminated vi...

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Autores principales: Yang, Weiguang, Zhao, Yu, Zhou, Zitong, Li, Li, Cui, Liao, Luo, Hui
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2021
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8695204/
https://www.ncbi.nlm.nih.gov/pubmed/35423384
http://dx.doi.org/10.1039/d1ra00650a
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author Yang, Weiguang
Zhao, Yu
Zhou, Zitong
Li, Li
Cui, Liao
Luo, Hui
author_facet Yang, Weiguang
Zhao, Yu
Zhou, Zitong
Li, Li
Cui, Liao
Luo, Hui
author_sort Yang, Weiguang
collection PubMed
description 1,2-Substituted benzimidazoles were prepared by simply stirring a mixture of copper catalysts, N-substituted o-phenylenediamines, sulfonyl azides and terminal alkynes. Particularly, the intermediate N-sulfonylketenimine occurred with two nucleophilic addition and the sulfonyl group was eliminated via cyclization. In a way, sulfonyl azides and copper catalysts activated the terminal alkynes to synthesize benzimidazoles.
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spelling pubmed-86952042022-04-13 Preparation of 1,2-substituted benzimidazoles via a copper-catalyzed three component coupling reaction Yang, Weiguang Zhao, Yu Zhou, Zitong Li, Li Cui, Liao Luo, Hui RSC Adv Chemistry 1,2-Substituted benzimidazoles were prepared by simply stirring a mixture of copper catalysts, N-substituted o-phenylenediamines, sulfonyl azides and terminal alkynes. Particularly, the intermediate N-sulfonylketenimine occurred with two nucleophilic addition and the sulfonyl group was eliminated via cyclization. In a way, sulfonyl azides and copper catalysts activated the terminal alkynes to synthesize benzimidazoles. The Royal Society of Chemistry 2021-02-25 /pmc/articles/PMC8695204/ /pubmed/35423384 http://dx.doi.org/10.1039/d1ra00650a Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Yang, Weiguang
Zhao, Yu
Zhou, Zitong
Li, Li
Cui, Liao
Luo, Hui
Preparation of 1,2-substituted benzimidazoles via a copper-catalyzed three component coupling reaction
title Preparation of 1,2-substituted benzimidazoles via a copper-catalyzed three component coupling reaction
title_full Preparation of 1,2-substituted benzimidazoles via a copper-catalyzed three component coupling reaction
title_fullStr Preparation of 1,2-substituted benzimidazoles via a copper-catalyzed three component coupling reaction
title_full_unstemmed Preparation of 1,2-substituted benzimidazoles via a copper-catalyzed three component coupling reaction
title_short Preparation of 1,2-substituted benzimidazoles via a copper-catalyzed three component coupling reaction
title_sort preparation of 1,2-substituted benzimidazoles via a copper-catalyzed three component coupling reaction
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8695204/
https://www.ncbi.nlm.nih.gov/pubmed/35423384
http://dx.doi.org/10.1039/d1ra00650a
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AT zhaoyu preparationof12substitutedbenzimidazolesviaacoppercatalyzedthreecomponentcouplingreaction
AT zhouzitong preparationof12substitutedbenzimidazolesviaacoppercatalyzedthreecomponentcouplingreaction
AT lili preparationof12substitutedbenzimidazolesviaacoppercatalyzedthreecomponentcouplingreaction
AT cuiliao preparationof12substitutedbenzimidazolesviaacoppercatalyzedthreecomponentcouplingreaction
AT luohui preparationof12substitutedbenzimidazolesviaacoppercatalyzedthreecomponentcouplingreaction

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