Photoredox/cobaloxime co-catalyzed allylation of amines and sulfonyl hydrazines with olefins to access α-allylic amines and allylic sulfones

Herein, we reported a dual-catalytic platform for the allylation of amines and sulfonyl hydrazines with olefins to selectively access alpha-allylic amines and allylic sulfones in good yields by combining photoredox catalysis and cobaloxime catalysis. This strategy avoided the use of a stoichiometric amount of terminal oxidant and the use of pre-functionalized allylic precursors, representing a green and ideal atom- & step-economical process. Good substrate scope and gram-scale synthesis demonstrated the utility of this protocol. Mechanistic studies revealed that a radical process is probably involved in this reaction.

Automated summary

A dual-catalytic platform combining photoredox catalysis and cobaloxime catalysis was reported for the allylation of amines and sulfonyl hydrazines with olefins to selectively access alpha-allylic amines and allylic sulfones in good yields. The strategy avoided the use of a stoichiometric amount of terminal oxidant and pre-functionalized allylic precursors, presenting a green and ideal atom- & step-economical process. Mechanistic studies suggested the involvement of a radical process in this reaction.