Highly effective and selective FeBr3-promoted deuterium bromination/cyclization of 1,n-enynes

Abstract

A highly effective and selective FeBr₃-promoted deuterium bromination/cyclization of 1,n-enynes is reported. On the one hand, the Lewis acid FeBr₃ as a catalyst promotes cyclization of 1,n-enynes to afford deuterium heterocyclic frameworks with high efficiency. On the other hand, FeBr₃ serves as the bromine source (with D₂O as the deuterium source) to promote the formation of the desired deuterated pyrrole derivatives containing alkenyl bromide groups. This protocol provides an effective pathway to afford deuterated alkenyl brominative compounds as (Z)-isomers with high yields and selectivity, offering a new method for introducing ²H into organic compounds.