Construction of multi-substituted pyrazoles via potassium carbonate-mediated [3 + 2] cycloaddition of in situ generated nitrile imines with cinnamic aldehydes

A highly efficient potassium carbonate-mediated [3 + 2] cycloaddition reaction of hydrazonoyl chlorides with cinnamic aldehydes to furnish multi-substituted pyrazoles under nontoxic and mild conditions has been developed. A plausible stepwise cycloaddition reaction mechanism is proposed. This protoc...

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Detalles Bibliográficos
Autores principales: Li, Mei-Mei, Huang, Hui, Tian, Wanrong, Pu, Yiru, Zhang, Chaozheng, Yang, Jirui, Ren, Qing, Tao, Feiyan, Deng, Yun, Lu, Jun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2022
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9052213/
https://www.ncbi.nlm.nih.gov/pubmed/35497007
http://dx.doi.org/10.1039/d2ra00331g
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author Li, Mei-Mei
Huang, Hui
Tian, Wanrong
Pu, Yiru
Zhang, Chaozheng
Yang, Jirui
Ren, Qing
Tao, Feiyan
Deng, Yun
Lu, Jun
author_facet Li, Mei-Mei
Huang, Hui
Tian, Wanrong
Pu, Yiru
Zhang, Chaozheng
Yang, Jirui
Ren, Qing
Tao, Feiyan
Deng, Yun
Lu, Jun
author_sort Li, Mei-Mei
collection PubMed
description A highly efficient potassium carbonate-mediated [3 + 2] cycloaddition reaction of hydrazonoyl chlorides with cinnamic aldehydes to furnish multi-substituted pyrazoles under nontoxic and mild conditions has been developed. A plausible stepwise cycloaddition reaction mechanism is proposed. This protocol featured broad substrate coverage, good functional group tolerance, wide scalability, and operational simplicity, as well as conveniently constructed pyrazole scaffolds.
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spelling pubmed-90522132022-04-29 Construction of multi-substituted pyrazoles via potassium carbonate-mediated [3 + 2] cycloaddition of in situ generated nitrile imines with cinnamic aldehydes Li, Mei-Mei Huang, Hui Tian, Wanrong Pu, Yiru Zhang, Chaozheng Yang, Jirui Ren, Qing Tao, Feiyan Deng, Yun Lu, Jun RSC Adv Chemistry A highly efficient potassium carbonate-mediated [3 + 2] cycloaddition reaction of hydrazonoyl chlorides with cinnamic aldehydes to furnish multi-substituted pyrazoles under nontoxic and mild conditions has been developed. A plausible stepwise cycloaddition reaction mechanism is proposed. This protocol featured broad substrate coverage, good functional group tolerance, wide scalability, and operational simplicity, as well as conveniently constructed pyrazole scaffolds. The Royal Society of Chemistry 2022-04-29 /pmc/articles/PMC9052213/ /pubmed/35497007 http://dx.doi.org/10.1039/d2ra00331g Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Li, Mei-Mei
Huang, Hui
Tian, Wanrong
Pu, Yiru
Zhang, Chaozheng
Yang, Jirui
Ren, Qing
Tao, Feiyan
Deng, Yun
Lu, Jun
Construction of multi-substituted pyrazoles via potassium carbonate-mediated [3 + 2] cycloaddition of in situ generated nitrile imines with cinnamic aldehydes
title Construction of multi-substituted pyrazoles via potassium carbonate-mediated [3 + 2] cycloaddition of in situ generated nitrile imines with cinnamic aldehydes
title_full Construction of multi-substituted pyrazoles via potassium carbonate-mediated [3 + 2] cycloaddition of in situ generated nitrile imines with cinnamic aldehydes
title_fullStr Construction of multi-substituted pyrazoles via potassium carbonate-mediated [3 + 2] cycloaddition of in situ generated nitrile imines with cinnamic aldehydes
title_full_unstemmed Construction of multi-substituted pyrazoles via potassium carbonate-mediated [3 + 2] cycloaddition of in situ generated nitrile imines with cinnamic aldehydes
title_short Construction of multi-substituted pyrazoles via potassium carbonate-mediated [3 + 2] cycloaddition of in situ generated nitrile imines with cinnamic aldehydes
title_sort construction of multi-substituted pyrazoles via potassium carbonate-mediated [3 + 2] cycloaddition of in situ generated nitrile imines with cinnamic aldehydes
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9052213/
https://www.ncbi.nlm.nih.gov/pubmed/35497007
http://dx.doi.org/10.1039/d2ra00331g
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