Regioselective radical hydroboration of electron-deficient alkenes: synthesis of α-boryl functionalized molecules.

A regioselective radical hydroboration of various electron-deficient alkenes is achieved by the employment of an NHC-boryl radical. A range of α-borylated nitriles, trifluoromethyl molecules, phosphonates, sulfones, and gem-diboron compounds have been prepared from readily available starting materials. Further synthetic applications of these products are also demonstrated.