Photo-induced copper-catalyzed alkynylation and amination of remote unactivated C(sp(3))-H bonds

A method for remote radical C–H alkynylation and amination of diverse aliphatic alcohols has been developed. The reaction features a copper nucleophile complex formed in situ as a photocatalyst, which reduces the silicon-tethered aliphatic iodide to an alkyl radical to initiate 1,n-hydrogen atom tra...

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Detalles Bibliográficos
Autores principales: Cao, Zhusong, Li, Jianye, Sun, Youwen, Zhang, Hanwen, Mo, Xueling, Cao, Xin, Zhang, Guozhu
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/PMC8179574/
https://www.ncbi.nlm.nih.gov/pubmed/34163735
http://dx.doi.org/10.1039/d0sc05883a
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author Cao, Zhusong
Li, Jianye
Sun, Youwen
Zhang, Hanwen
Mo, Xueling
Cao, Xin
Zhang, Guozhu
author_facet Cao, Zhusong
Li, Jianye
Sun, Youwen
Zhang, Hanwen
Mo, Xueling
Cao, Xin
Zhang, Guozhu
author_sort Cao, Zhusong
collection PubMed
description A method for remote radical C–H alkynylation and amination of diverse aliphatic alcohols has been developed. The reaction features a copper nucleophile complex formed in situ as a photocatalyst, which reduces the silicon-tethered aliphatic iodide to an alkyl radical to initiate 1,n-hydrogen atom transfer. Unactivated secondary and tertiary C–H bonds at β, γ, and δ positions can be functionalized in a predictable manner.
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spelling pubmed-81795742021-06-22 Photo-induced copper-catalyzed alkynylation and amination of remote unactivated C(sp(3))-H bonds Cao, Zhusong Li, Jianye Sun, Youwen Zhang, Hanwen Mo, Xueling Cao, Xin Zhang, Guozhu Chem Sci Chemistry A method for remote radical C–H alkynylation and amination of diverse aliphatic alcohols has been developed. The reaction features a copper nucleophile complex formed in situ as a photocatalyst, which reduces the silicon-tethered aliphatic iodide to an alkyl radical to initiate 1,n-hydrogen atom transfer. Unactivated secondary and tertiary C–H bonds at β, γ, and δ positions can be functionalized in a predictable manner. The Royal Society of Chemistry 2021-02-16 /pmc/articles/PMC8179574/ /pubmed/34163735 http://dx.doi.org/10.1039/d0sc05883a Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Cao, Zhusong
Li, Jianye
Sun, Youwen
Zhang, Hanwen
Mo, Xueling
Cao, Xin
Zhang, Guozhu
Photo-induced copper-catalyzed alkynylation and amination of remote unactivated C(sp(3))-H bonds
title Photo-induced copper-catalyzed alkynylation and amination of remote unactivated C(sp(3))-H bonds
title_full Photo-induced copper-catalyzed alkynylation and amination of remote unactivated C(sp(3))-H bonds
title_fullStr Photo-induced copper-catalyzed alkynylation and amination of remote unactivated C(sp(3))-H bonds
title_full_unstemmed Photo-induced copper-catalyzed alkynylation and amination of remote unactivated C(sp(3))-H bonds
title_short Photo-induced copper-catalyzed alkynylation and amination of remote unactivated C(sp(3))-H bonds
title_sort photo-induced copper-catalyzed alkynylation and amination of remote unactivated c(sp(3))-h bonds
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8179574/
https://www.ncbi.nlm.nih.gov/pubmed/34163735
http://dx.doi.org/10.1039/d0sc05883a
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