Visible-Light Photoredox-Catalyzed Decarboxylative Alkylation of Heteroarenes Using Carboxylic Acids with Hydrogen Release

Visible-Light Photoredox-Catalyzed Decarboxylative Alkylation of Heteroarenes Using Carboxylic Acids with Hydrogen Release

Herein, 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 r...

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Veröffentlicht in:Organic letters 2019-09, Vol.21 (17), p.6930-6935
Hauptverfasser: Tian, Wan-Fa, Hu, Chun-Hong, He, Ke-Han, He, Xiao-Ya, Li, Yang
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container_end_page 6935
container_issue 17
container_start_page 6930
container_title Organic letters
container_volume 21
creator Tian, Wan-Fa
Hu, Chun-Hong
He, Ke-Han
He, Xiao-Ya
Li, Yang
description Herein, 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.
doi_str_mv 10.1021/acs.orglett.9b02539
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title Visible-Light Photoredox-Catalyzed Decarboxylative Alkylation of Heteroarenes Using Carboxylic Acids with Hydrogen Release
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