KOtBu-Promoted Transition-Metal-Free Transamidation of Primary and Tertiary Amides with Amines

Org Lett. 2019 Sep 6;21(17):6690-6694. doi: 10.1021/acs.orglett.9b02306. Epub 2019 Aug 20.

Abstract

This work discloses transamidation of primary and tertiary amides with a range of aryl, heteroaryl, and aliphatic amines using potassium tert-butoxide. The reaction proceeds at room temperature under transition-metal-free conditions providing secondary amides in high yields. Moreover, reaction of cyclopropyl amine with tertiary amides proceeds with ring-opening to provide a rapid access to enamides.