Iminyl radical-promoted imino sulfonylation, imino cyanogenation and imino thiocyanation of γ,δ-unsaturated oxime esters: synthesis of versatile functionalized pyrrolines

An efficient approach for the cascade radical cyclization/functionalization of gamma,delta-unsaturated oxime esters was developed, which introduced useful functional groups (-SO2R, -CN, -SCN) into pyrrolines. Control experiments were conducted and a mechanism involving iminyl radical intermediates, which was initiated by Cu(i) species, was proposed.