Alkyl Carboamidation Cascade via Ir/Ni–S _H 2 Metallaphotoredox: A Route to γ-Lactams, Ureas, and Carbamates

We report an olefin 1,2-carboamidation reaction using alkyl NHPI esters. Oxidative PCET is employed to generate amidyl radicals directly from amides, carbamates, and ureas under mild, catalytic reaction conditions. Subsequent radical annulation with pendant olefins yields carbon-centered radicals, which couple with alkyl radicals through nickel catalysis. Aliphatic heterocycles containing α-tertiary and β-quaternary carbon centers as well as fused bicycles and spirocycles are accessed from simple substrates prepared in a single step from commercial material.