Copper-catalyzed selective oxidation of hydrazones through C(sp3)-H functionalization

Jiabin Shen; Xiaoying Jiang; Haifeng Wu; Jun Xu; Qing Zhu; Pengfei Zhang

doi:10.1039/d1ob01563j

Copper-catalyzed selective oxidation of hydrazones through C(sp³)-H functionalization

Org Biomol Chem. 2021 Oct 27;19(41):8917-8923. doi: 10.1039/d1ob01563j.

Authors

Jiabin Shen^{1

2}, Xiaoying Jiang^{2

3}, Haifeng Wu^{1

2}, Jun Xu², Qing Zhu¹, Pengfei Zhang²

Affiliations

¹ Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology, Hangzhou 310014, China. zhuq@zjut.edu.cn.
² College of Material, Chemistry and Chemical Engineering, Key Laboratory of Organosilicon Chemistry and Material Technology, Ministry of Education, Hangzhou Normal University, Hangzhou, 311121, Zhejiang, People's Republic of China. pfzhang@hznu.edu.cn.
³ College of Chemistry and Chemical Engineering, Central south University, Changsha, 410083, P.R. China.

PMID: 34617555
DOI: 10.1039/d1ob01563j

Abstract

A simple and mild protocol for copper-catalyzed oxidation of hydrazones at the α-position has been reported. Various substrates are compatible, providing the corresponding products in moderate to good yields. This strategy provides an efficient and convenient solution for the synthesis of carbonyl hydrazone. A free radical pathway mechanism is suggested for the transformation.

Publication types

Research Support, Non-U.S. Gov't