Photoinduced TTEnT-Mediated Carbonimination of Alkenes via 1,2-Hydrogen Atom Transfer of Amidyl Radicals: Synthesis of 1,3-Diamines
Abstract
Herein, we report a photocatalytic carbonimination of alkenes for synthesizing 1,3-diamines, enabled by triplet–triplet energy transfer (TTEnT) catalysis and a formal 1,2-hydrogen atom transfer (1,2-HAT) of N -centered radicals. Through careful selection of the base and polar solvent to facilitate the 1,2-HAT step, selective carbonimination of alkenes is achieved, effectively suppressing the competing diamination pathway previously reported. This method demonstrates a broad substrate scope across a variety of oxime esters and alkenes, including examples of late-stage functionalization of bioactive molecules. Preliminary mechanistic studies support the involvement of a TTEnT process in the reaction.
Fields of Study & Subjects
Radical Photochemical Reactions
Catalytic C–H Functionalization Methods
Synthesis and Catalytic Reactions
Publication details
- Journal / source
- Organic Letters
- Publisher
- American Chemical Society (ACS)
- Volume
- 28
- Issue
- 16
- Pages
- 5165–5171
- Publication date
- 9 April 2026
- Language
- EN