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Photoredox-Catalyzed Alkene Amination: C(sp 2 )-H/N-H Radical-Radical Cross Dehydrogenative Coupling.

Chen JinCailin NingYating SuiBingxin ZhangXinxin LiLing PanQun LiuYifei Li
Published in: Organic letters (2024)
Direct alkene C-H/N-H cross dehydrogenative coupling is an infrequent, highly challenging transformation. Herein, a photoredox radical-radical cross-coupling reaction between ketene dithioacetal as a persistent alkene radical cation and azole nitrogen center radical (NCR) was developed. This direct alkene amination proceeded through a synergistic photoredox and cobalt catalysis, with only H 2 evolution. The reaction showed excellent tolerance and highly regio- and stereospecific manner, expanding the scope of C(sp 2 )-N construction methods and radical cross-coupling modes.
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