A New Reaction of Togni Reagent II: α-C–H Ester-Functionalization of Tertiary Amides

Abstract

Togni reagent II is a synthetically useful hypervalent iodine reagent for direct trifluoromethylation. Herein, we report a new reaction of Togni reagent II: α-C–H ester-functionalization of tertiary amides. This α-acyloxylation reaction proceeds smoothly in the presence of a mild base at 25–30 oC and produces moderate-to-high yields. This newly discovered reaction adds another dimension to the utility of Togni reagent II and provides direct and easy access to α-acyloxy amides and α-hydroxy amides.