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Download fileVisible-Light Photoredox-Catalyzed Decarboxylative Alkylation of Heteroarenes Using Carboxylic Acids with Hydrogen Release
journal contribution
posted on 2019-08-21, 12:03 authored by Wan-Fa Tian, Chun-Hong Hu, Ke-Han He, Xiao-Ya He, Yang LiHerein, we have developed visible-light
photoredox-catalyzed decarboxylating
carboxylic acids for alkylation of heteroarenes under mild conditions.
The transformation occurred smoothly without the requirement of stoichiometric
oxidants in the presence of 0.3 equiv of base, which benefited from
the release of hydrogen (H2) and carbon dioxide (CO2). Various substrates and functional groups were tolerated.
Primary mechanistic studies suggest that an oxidative quenching pathway
and a reductive quenching pathway are both possible in the catalytic
cycle.
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requirementpresencecarbon dioxideHeteroarenePrimaryCarboxylic Acids0.3 equivheteroareneoxidative quenching pathwaystoichiometric oxidantsreductive quenching pathwayvisible-light photoredox-catalyzed decarboxylating carboxylic acidstransformationalkylationVisible-Light Photoredox-Catalyzed Decarboxylative AlkylationH 2Various substratesCO 2releaseHydrogen Release Herein