Photoinduced Electron Donor–Acceptor Complex-Mediated Aminomethylation of gem -Difluoroalkenes: Synthesis of Various β,β-Difluoroamines
Abstract
Herein, we report a photoinduced electron donor–acceptor (EDA) complex-mediated strategy for the aminomethylation of gem -difluoroalkenes using α-amino acid-derived N -hydroxyphthalimide (NHPI) esters. This method facilitates the efficient synthesis of diverse β,β-difluoroamines under mild conditions, demonstrating a broad substrate scope with excellent functional group compatibility. Systematic mechanistic studies elucidate a photocatalyst-enhanced EDA-enabled radical pathway. Significantly, the synthetic utility of this strategy is further exemplified by its successful extension to hydroxyl- and thiol-methylation reactions, delivering a range of β,β-difluoroalcohol and β,β-difluorothiol derivatives in high yields.
Fields of Study & Subjects
Fluorine in Organic Chemistry
Radical Photochemical Reactions
Photopolymerization techniques and applications
Publication details
- Journal / source
- The Journal of Organic Chemistry
- Publisher
- American Chemical Society (ACS)
- Volume
- 91
- Issue
- 17
- Pages
- 6017–6023
- Publication date
- 16 April 2026
- Language
- EN