Integrating radical deconstruction of the N-N bond in sulfonyl hydrazones and remote 1,4-amino migration to achieve 1,2-carboimination of unactivated alkenes.

A photoredox-catalyzed 1,2-carboimination of unactivated alkenes via radical N-N bond cleavage and remote 1,4-amino migration is described. Employing fac-Ir(ppy)3 as a catalyst and 1,4-dioxane as a solvent and HAT reagent, the reaction enables efficient assembly of structurally diverse imine derivatives from N-homoallylsulfonyl hydrazones and α-carbonyl alkyl bromides under mild conditions. Mechanistic investigations support a radical cascade pathway involving single electron transfer, addition, cyclization, β-scission, and the HAT process.