Convergent synthesis of triarylamines via Ni-catalyzed dual C(sp2)-H amination from benzamides with benzohydroxamic acids

Wenwei Li; Ruxue Wang; Zhefeng Li; Jiuxi Chen; Yuhong Zhang; Ningning Lv

doi:10.1039/d3cc00165b

Convergent synthesis of triarylamines via Ni-catalyzed dual C(sp²)-H amination from benzamides with benzohydroxamic acids

Chem Commun (Camb). 2023 Apr 6;59(29):4360-4363. doi: 10.1039/d3cc00165b.

Authors

Wenwei Li¹, Ruxue Wang¹, Zhefeng Li¹, Jiuxi Chen¹, Yuhong Zhang², Ningning Lv¹

Affiliations

¹ College of Chemistry & Materials Engineering, Wenzhou University, Wenzhou 325035, China. ningninglv@wzu.edu.cn.
² Department of Chemistry, Zhejiang University, Hangzhou 310027, China. yhzhang@zju.edu.cn.

PMID: 36946231
DOI: 10.1039/d3cc00165b

Abstract

An unprecedented method of nickel-catalyzed dual C(sp²)-H amination of N-quinolylbenzamides with benzohydroxamic acids is developed to access triarylamines in one pot. For the first time, broad-spectrum hydroxylamine is employed as an amino source for C-H amination, featuring good chemo-selectivity and functional group tolerance. Furthermore, the catalytic system could be further extended to N-(pivaloyloxy)benzamide, dioxazolone, isocyanate and aniline for C-H amination.