Formation of Functionalized 2<i>H</i>-Azirines through PhIO-Mediated Trifluoroethoxylation and Azirination of Enamines

Abstract

A variety of enaminones and enamine carboxylic esters were converted to trifluoroethoxylated 2H-azirines through reactions with PhIO in trifluoroethanol (TFE). The cascade reaction is postulated to proceed via a PhIO-mediated oxidative trifluoroethoxylation and a subsequent azirination of the α-trifluoroethoxylated enamine intermediates.