Visible-light-driven photoredox-catalyzed C(sp3)–C(sp3) cross-coupling of N-arylamines with cycloketone oxime esters

Sheng-Yun Zhou; Ding Zhang; Xiao-Jie Liu; Jing-Hao Qin; Zheng-Li Fu; Shuang-Long Li; Fang-Jun Cai; Yang Li; Jin-Heng Li

doi:10.1039/D2QO00128D

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Visible-light-driven photoredox-catalyzed C(sp³)–C(sp³) cross-coupling of N-arylamines with cycloketone oxime esters†

Sheng-Yun Zhou,‡^a Ding Zhang,‡^a Xiao-Jie Liu,^a Jing-Hao Qin,^a Zheng-Li Fu,^a Shuang-Long Li,^a Fang-Jun Cai,^a Yang Li

*^a and Jin-Heng Li

*^ab

Author affiliations

* Corresponding authors

^a Key Laboratory of Jiangxi Province for Persistent Pollutants Control and Resources Recycle, Nanchang Hangkong University, Nanchang 330063, China
E-mail: liyang8825490@126.com, jhli@hnu.edu.cn

^b School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, China

Abstract

A novel photoredox-catalyzed C(sp³)–C(sp³) cross-coupling between N-arylamines and cycloketone oxime esters under mild conditions has been accomplished. The redox-neutral reaction proceeds with good functional group tolerance and excellent regioselectivity without any extra base or ligand control. In addition, this approach was successfully applied for the late-stage modification of short peptides and analogues.

This article is part of the themed collection: FOCUS: Radical-involved chemical transformations

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Article information

DOI: https://doi.org/10.1039/D2QO00128D
Article type: Research Article
Submitted: 24 Jan 2022
Accepted: 22 Mar 2022
First published: 24 Mar 2022

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Org. Chem. Front., 2022,9, 2534-2540

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Visible-light-driven photoredox-catalyzed C(sp³)–C(sp³) cross-coupling of N-arylamines with cycloketone oxime esters

S. Zhou, D. Zhang, X. Liu, J. Qin, Z. Fu, S. Li, F. Cai, Y. Li and J. Li, Org. Chem. Front., 2022, 9, 2534 DOI: 10.1039/D2QO00128D

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