Dimethylamino-Iodine(III)/PPh3 -Mediated Synthesis of α-Ketoamides from Glyoxylic Acids

Abstract

The development of efficient synthetic approaches to α-ketoamides remains a significant objective. Herein, we report a mild and met-al-free method for the preparation of α-ketoamides from glyoxylic acids, mediated by a dimethylaminoiodine(III)/PPh3 system. Mechanistic studies suggest that the transformation proceeds through an ionic pathway, involving the formation of an active dimethylamino-phosphonium species derived from the reaction between the novel dimethylamino-iodine(III) reagent (DMI) and PPh3.2