Direct C-H amination reactions of arenes with N-hydroxyphthalimides catalyzed by cuprous bromide

Dongming Zhang; Bin Lv; Pan Gao; Xiaodong Jia; Yu Yuan

doi:10.3762/bjoc.18.65

Direct C-H amination reactions of arenes with N-hydroxyphthalimides catalyzed by cuprous bromide

Beilstein J Org Chem. 2022 Jun 3:18:647-652. doi: 10.3762/bjoc.18.65. eCollection 2022.

Authors

Dongming Zhang¹, Bin Lv¹, Pan Gao¹, Xiaodong Jia¹, Yu Yuan¹

Affiliation

¹ College of Chemistry and Chemical Engineering, Yangzhou University, Yangzhou 225002, P. R. of China.

Abstract

An efficient Cu-catalyzed strategy for the direct C-H amination of arenes in high yields using N-hydroxyphthalimide as the amidyl radical precursor under air is reported. A possible mechanism is proposed that proceeds via a radical reaction in the presence of CuBr and triethyl phosphite.

Keywords: N-hydroxyphthalimides; amination; copper; radical reactions; triethyl phosphite.

Grants and funding

We gratefully acknowledge funding from Jiangsu Provincial Nature Science Foundation (BK20161328), the Top-notch Academic Programs Project of Jiangsu Higher Education Institutions, and the Priority Academic Program Development of Jiangsu Higher Education Institutions.