Enantioselective β-C(sp3)–H arylation of amides via synergistic nickel and photoredox catalysis

Wu Zhang; Xiaomin Shu; Leitao Huan; Buqing Cheng; Haohua Huo

doi:10.1039/D1OB01774H

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Enantioselective β-C(sp³)–H arylation of amides via synergistic nickel and photoredox catalysis†

Wu Zhang,^a Xiaomin Shu,^a Leitao Huan,^a Buqing Cheng^a and Haohua Huo

*^a

Author affiliations

* Corresponding authors

^a Key Laboratory of Chemical Biology of Fujian Province, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005, P. R. China
E-mail: hhuo@xmu.edu.cn

Abstract

An enantioselective benzylic β-C(sp³)–H arylation of amides via synergistic nickel and photoredox catalysis is reported. The C–H bond is activated by a bromine-radical-mediated C–H cleavage. This mild yet straightforward protocol provides arylation products in up to 96% yield and with up to 95% ee.

This article is part of the themed collections: Enantioselective photochemical & photoredox catalysis and Synthetic methodology in OBC

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Article information

DOI: https://doi.org/10.1039/D1OB01774H
Article type: Communication
Submitted: 10 Sep 2021
Accepted: 19 Oct 2021
First published: 28 Oct 2021

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Org. Biomol. Chem., 2021,19, 9407-9409

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Enantioselective β-C(sp³)–H arylation of amides via synergistic nickel and photoredox catalysis

W. Zhang, X. Shu, L. Huan, B. Cheng and H. Huo, Org. Biomol. Chem., 2021, 19, 9407 DOI: 10.1039/D1OB01774H

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Organic & Biomolecular Chemistry