Electrochemically selective double C(sp<sup>2</sup>)–X (X = S/Se, N) bond formation of isocyanides
Zhipeng Guan, Shuxiang Zhu, Yankai Yang, Yanlong Liu, Siyuan Wang, Faxiang Bu, Hengjiang Cong, Hesham Alhumade, Heng Zhang, Aiwen Lei
Abstract
)-N bond formation of one carbon of isocyanides with thiophenols or disulfides or diselenides and azazoles simultaneously. The reported findings could provide access to novel multiple isothioureas, especially hitherto rarely reported selenoureas. The protocol showed good atom-economy and step-economy with only hydrogen evolution and theoretical calculations accounted for the stereoselectivity of the products. Importantly, the electrochemical reaction could exclusively occur at the isocyano part regardless of the presence of susceptible radical acceptors, such as a broad range of arenes and alkynyl moieties, even alkenyl moieties.