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An electrochemical multicomponent reaction toward C–H tetrazolation of alkyl arenes and vicinal azidotetrazolation of alkenes

The widespread use of tetrazoles in medicine, biology, and materials science continuously promotes the development of their efficient and selective syntheses. Despite the prosperous development of multicomponent reactions, the use of the most abundant and inexpensive chemical feedstocks, i.e., alkan...

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Detalles Bibliográficos
Autores principales: Yu, Yi, Zhu, Xiao-Bin, Yuan, Yaofeng, Ye, Ke-Yin
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9710211/
https://www.ncbi.nlm.nih.gov/pubmed/36544744
http://dx.doi.org/10.1039/d2sc05423j
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author Yu, Yi
Zhu, Xiao-Bin
Yuan, Yaofeng
Ye, Ke-Yin
author_facet Yu, Yi
Zhu, Xiao-Bin
Yuan, Yaofeng
Ye, Ke-Yin
author_sort Yu, Yi
collection PubMed
description The widespread use of tetrazoles in medicine, biology, and materials science continuously promotes the development of their efficient and selective syntheses. Despite the prosperous development of multicomponent reactions, the use of the most abundant and inexpensive chemical feedstocks, i.e., alkanes and alkenes, toward the preparation of diverse tetrazoles remains elusive. Herein, we developed an electrochemical multicomponent reaction (e-MCR) for highly efficient and selective C–H tetrazolation of alkyl arenes. When applied to alkenes, the corresponding vicinal azidotetrazoles were readily obtained, which were further demonstrated to be versatile building blocks and potential high-energy materials.
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spelling pubmed-97102112022-12-20 An electrochemical multicomponent reaction toward C–H tetrazolation of alkyl arenes and vicinal azidotetrazolation of alkenes Yu, Yi Zhu, Xiao-Bin Yuan, Yaofeng Ye, Ke-Yin Chem Sci Chemistry The widespread use of tetrazoles in medicine, biology, and materials science continuously promotes the development of their efficient and selective syntheses. Despite the prosperous development of multicomponent reactions, the use of the most abundant and inexpensive chemical feedstocks, i.e., alkanes and alkenes, toward the preparation of diverse tetrazoles remains elusive. Herein, we developed an electrochemical multicomponent reaction (e-MCR) for highly efficient and selective C–H tetrazolation of alkyl arenes. When applied to alkenes, the corresponding vicinal azidotetrazoles were readily obtained, which were further demonstrated to be versatile building blocks and potential high-energy materials. The Royal Society of Chemistry 2022-11-09 /pmc/articles/PMC9710211/ /pubmed/36544744 http://dx.doi.org/10.1039/d2sc05423j Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Yu, Yi
Zhu, Xiao-Bin
Yuan, Yaofeng
Ye, Ke-Yin
An electrochemical multicomponent reaction toward C–H tetrazolation of alkyl arenes and vicinal azidotetrazolation of alkenes
title An electrochemical multicomponent reaction toward C–H tetrazolation of alkyl arenes and vicinal azidotetrazolation of alkenes
title_full An electrochemical multicomponent reaction toward C–H tetrazolation of alkyl arenes and vicinal azidotetrazolation of alkenes
title_fullStr An electrochemical multicomponent reaction toward C–H tetrazolation of alkyl arenes and vicinal azidotetrazolation of alkenes
title_full_unstemmed An electrochemical multicomponent reaction toward C–H tetrazolation of alkyl arenes and vicinal azidotetrazolation of alkenes
title_short An electrochemical multicomponent reaction toward C–H tetrazolation of alkyl arenes and vicinal azidotetrazolation of alkenes
title_sort electrochemical multicomponent reaction toward c–h tetrazolation of alkyl arenes and vicinal azidotetrazolation of alkenes
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9710211/
https://www.ncbi.nlm.nih.gov/pubmed/36544744
http://dx.doi.org/10.1039/d2sc05423j
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