Copper-catalyzed ortho-C(sp2)-H amination of benzamides and picolinamides with alkylamines using oxygen as a green oxidant

Qiong Li; Jie Huang; Gong Chen; Shui-Bo Wang

doi:10.1039/d0ob00784f

Copper-catalyzed ortho-C(sp²)-H amination of benzamides and picolinamides with alkylamines using oxygen as a green oxidant

Org Biomol Chem. 2020 Jul 1;18(25):4802-4814. doi: 10.1039/d0ob00784f.

Authors

Qiong Li¹, Jie Huang¹, Gong Chen², Shui-Bo Wang¹

Affiliations

¹ School of Chemistry and Molecular Engineering, East China University of Science and Technology, Shanghai 200237, China. qul16@ecust.edu.cn.
² State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin 300071, China.

PMID: 32538423
DOI: 10.1039/d0ob00784f

Abstract

A versatile Cu-catalyzed direct ortho-C(sp2)-H amination of benzamides and picolinamides with alkylamines has been achieved. This method employs cheap and eco-friendly copper as a catalyst and oxygen as an oxidant, and also has the advantages of straightforward steps and excellent functional group compatibility. Further application of our approach was demonstrated by the synthesis of TCMDC-125116, SPHINX, and SRPIN340.

Publication types

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