Copper-Catalyzed C-H Carbamoyloxylation of Aryl Carboxamides with CO2 and Amines at Ambient Conditions

Org Lett. 2019 Apr 5;21(7):2013-2018. doi: 10.1021/acs.orglett.9b00122. Epub 2019 Feb 28.

Abstract

A copper-catalyzed, 8-aminoquinoline-assisted, one-pot three-component coupling of aryl carboxamides, CO2, and amines has been developed. This protocol proceeds smoothly in the presence of inexpensive CuI and MnO2 at room temperature under atmospheric CO2 pressure, leading to simultaneous construction of C-O and C-N bonds. The reaction displays a broad substrate scope, high functional group tolerance, and excellent monoselectivity, providing an operationally simple method for the synthesis of various O-aryl carbamates.

Publication types

  • Research Support, Non-U.S. Gov't