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Photo-induced copper-catalyzed alkynylation and amination of remote unactivated C(sp³)-H bonds.

ABSTRACT: 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.

SUBMITTER: Cao Z

PROVIDER: S-EPMC8179574 | biostudies-literature | 2021 Feb

REPOSITORIES: biostudies-literature

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Photo-induced copper-catalyzed alkynylation and amination of remote unactivated C(sp3)-H bonds.

Cao Zhusong Z Li Jianye J Sun Youwen Y Zhang Hanwen H Mo Xueling X Cao Xin X Zhang Guozhu G

Chemical science 20210216 13

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. ...[more]

PMID: 34163735

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