Electrochemically Selective Double C(sp2)-X (X=S/Se, N) Bonds Formation of One Carbon

The construction of C(sp2)-X (X = B, N, O, Si, P, S, Se, etc.) bonds has drawn growing attention since heteroatomic compounds play a prominent role from biological to pharmaceutical science. The current study demonestrates the C(sp2)-S/Se and C(sp2)-N bonds formation of one carbon of isocyanides with thiophenols or disulfides or diselenides and azazoles simultaneously. The report findings could provide access to novel multiply isothioureas, especially hitherto rarely reported selenoureas. The protocol showed good atom-economy and step-economy with only hydrogen evolution. And the theory calculation accounted for stereoselective of products. Importantly, the electrochemical strategy could exclusively occur at the isocyano part regardless of the presence of susceptible radical acceptors, such as broad scope of arenes and alkynyl moiety, even alkenyl moiety.