Electrochemical oxythiocyanation of ortho-olefinic amides: Access to diverse thiocyanated benzoxazines

An efficient and environmentally benign approach to access diverse thiocyanated benzoxazines through radical cascade cyclization of ortho-olefinic amides under mild electrochemical conditions has been developed. [Display omitted] A mild, green, and efficient electrochemical strategy for diverse thiocyanation of ortho-olefinic amides, leading to a series of monothiocyanates, dithiocyanates, and trithiocyanates involving multiple C(sp3)–H functionalization has been established. This process involves multiple radical addition, oxidation, and deprotonation. Notably, it features several advantages including external oxidant-free, metal catalyst-free, auxiliary electrolyte-free, mild conditions, moderate to excellent yields, and broad substrate scope with good functional tolerance.