Efficient metal-free photochemical borylation of aryl halides under batch and continuous-flow conditions

A rapid, chemoselective and metal-free C–B bond-forming reaction of aryl iodides and bromides in aqueous solution at low temperatures was discovered. This reaction is amenable to batch and continuous-flow conditions and shows exceptional functional group tolerance and broad substrate scope regarding...

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Detalles Bibliográficos
Autores principales: Chen, Kai, Zhang, Shuai, He, Pei, Li, Pengfei
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2016
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6008923/
https://www.ncbi.nlm.nih.gov/pubmed/30008997
http://dx.doi.org/10.1039/c5sc04521e
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author Chen, Kai
Zhang, Shuai
He, Pei
Li, Pengfei
author_facet Chen, Kai
Zhang, Shuai
He, Pei
Li, Pengfei
author_sort Chen, Kai
collection PubMed
description A rapid, chemoselective and metal-free C–B bond-forming reaction of aryl iodides and bromides in aqueous solution at low temperatures was discovered. This reaction is amenable to batch and continuous-flow conditions and shows exceptional functional group tolerance and broad substrate scope regarding both the aryl halide and the borylating reagent. Initial mechanistic experiments indicated a photolytically generated aryl radical as the key intermediate.
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spelling pubmed-60089232018-07-13 Efficient metal-free photochemical borylation of aryl halides under batch and continuous-flow conditions Chen, Kai Zhang, Shuai He, Pei Li, Pengfei Chem Sci Chemistry A rapid, chemoselective and metal-free C–B bond-forming reaction of aryl iodides and bromides in aqueous solution at low temperatures was discovered. This reaction is amenable to batch and continuous-flow conditions and shows exceptional functional group tolerance and broad substrate scope regarding both the aryl halide and the borylating reagent. Initial mechanistic experiments indicated a photolytically generated aryl radical as the key intermediate. Royal Society of Chemistry 2016-06-01 2016-02-01 /pmc/articles/PMC6008923/ /pubmed/30008997 http://dx.doi.org/10.1039/c5sc04521e Text en This journal is © The Royal Society of Chemistry 2016 http://creativecommons.org/licenses/by/3.0/ This article is freely available. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence (CC BY 3.0)
spellingShingle Chemistry
Chen, Kai
Zhang, Shuai
He, Pei
Li, Pengfei
Efficient metal-free photochemical borylation of aryl halides under batch and continuous-flow conditions
title Efficient metal-free photochemical borylation of aryl halides under batch and continuous-flow conditions
title_full Efficient metal-free photochemical borylation of aryl halides under batch and continuous-flow conditions
title_fullStr Efficient metal-free photochemical borylation of aryl halides under batch and continuous-flow conditions
title_full_unstemmed Efficient metal-free photochemical borylation of aryl halides under batch and continuous-flow conditions
title_short Efficient metal-free photochemical borylation of aryl halides under batch and continuous-flow conditions
title_sort efficient metal-free photochemical borylation of aryl halides under batch and continuous-flow conditions
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6008923/
https://www.ncbi.nlm.nih.gov/pubmed/30008997
http://dx.doi.org/10.1039/c5sc04521e
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