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Photocatalytic and Chemoselective Transfer Hydrogenation of Diarylimines in Batch and Continuous Flow.

Dean J van AsTimothy U ConnellMartin BrzozowskiAndrew D ScullyAnastasios Polyzos
Published in: Organic letters (2018)
A visible-light photocalytic method for the chemoselective transfer hydrogenation of imines in batch and continuous flow is described. The reaction utilizes Et3N as both hydrogen source and single-electron donor, enabling the selective reduction of imines derived from diarylketimines containing other reducible functional groups including nitriles, halides, esters, and ketones. The dual role of Et3N was confirmed by fluorescence quenching measurements, transient absorption spectroscopy, and deuterium-labeling studies. Continuous-flow processing facilitates straightforward scale-up of the reaction.
Keyphrases
  • visible light
  • electron transfer
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