Widely applicable (radio)dihalogenation of alkynes and alkenes using two different nucleophilic alkali metal halides

Abstract

We have developed a hydrogen bond network-assisted highly regio- and stereoselective (radio)dihalogenation of alkynes and alkenes using two nucleophilic alkali metal salts (MX¹/MX², X¹, X² = Cl, Br, I, SCN, ¹²⁵I). This protocol is general and works for diverse halogen combinations. This transition metal-free system produces good chemical yields and excellent regio- and stereo-selectivity for a wide range of alkynes and alkenes with good functional group tolerance. In addition, the conditions are mild and hazardous reagents are not required.