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

Dean J. van As, Timothy U. Connell, Martin Brzozowski, Andrew D. Scully and Anastasios Polyzos*

*School of Chemistry, The University of Melbourne, Parkville, VIC 3010, Australia, Email: anastasios.polyzosunimelb.edu.au

D. J. van As, T. U. Connell, M. Brzozowski, A. D. Scully, A. Polyzos, Org. Lett., 2018, 20, 905-908.

DOI: 10.1021/acs.orglett.7b03565


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Abstract

A visible-light photocalytic method for the chemoselective transfer hydrogenation of diarylketimines in batch and continuous flow utilizes Et3N as both hydrogen source and single-electron donor. The reaction tolerates other reducible functional including nitriles, halides, esters, and ketones. Continuous-flow processing facilitates straightforward scale-up of the reaction.

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proposed mechanism



Key Words

reduction of imines, photochemistry


ID: J54-Y2018