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Synlett 2017; 28(02): 148-158
DOI: 10.1055/s-0036-1588129
DOI: 10.1055/s-0036-1588129
synpacts
Hantzsch Esters as Multifunctional Reagents in Visible-Light Photoredox Catalysis
Further Information
Publication History
Received: 02 November 2016
Accepted after revision: 05 December 2016
Publication Date:
16 December 2016 (online)
Abstract
Hantzsch esters are used extensively in photoredox catalysis as terminal reductants, donating an electron and a hydrogen atom. They generally exert their reducing potential by means of single-electron transfer to a photoredox catalyst, which acts as an electron shuttle. Recently, they were found to effect single-electron transfer upon visible-light irradiation in the absence of a photocatalyst. We found that this ability could be used for debromination of vicinal dibromo compounds to afford alkenes, as well as for hydrodifluoroacetamidation reactions. We also found that substituted Hantzsch esters could be used as reductive alkylation reagents to build highly congested ketones.
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