Carboxylation of Heteroarenes with Carbon Dioxide under Polysulfide Anion Photocatalysis

) in aqueous dimethyl sulfoxide (DMSO) under irradiation with visible light. The process demonstrates redox-neutral carboxylation of a heteroaromatic C-H bond in a regioselective manner. Mechanistically, the reaction is likely initiated by the generation of heteroarene radical anions through single-electron reduction of heteroarenes, followed by carboxylation and oxidative rearomatization to liberate heteroarene carboxylic acids.

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Publication Details

Journal
Organic Letters
Published
2026-07-26
DOI
https://doi.org/10.1021/acs.orglett.6c02881
Primary Topic
Carbon dioxide utilization in catalysis
Type
article
Field-Weighted Citation Impact
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article

Carboxylation of Heteroarenes with Carbon Dioxide under Polysulfide Anion Photocatalysis

Shunsuke Chiba, María González‐Esguevillas, Amirah S. Mat Lani, Philipp C. Roosen et al.
Organic Letters
Carbon dioxide utilization in catalysis
article

Carboxylation of Heteroarenes with Carbon Dioxide under Polysulfide Anion Photocatalysis

Shunsuke Chiba, María González‐Esguevillas, Amirah S. Mat Lani, Philipp C. Roosen, Taku Wakabayashi, David F. Fernández, Hui Ling Saw
article en

Abstract

) in aqueous dimethyl sulfoxide (DMSO) under irradiation with visible light. The process demonstrates redox-neutral carboxylation of a heteroaromatic C-H bond in a regioselective manner. Mechanistically, the reaction is likely initiated by the generation of heteroarene radical anions through single-electron reduction of heteroarenes, followed by carboxylation and oxidative rearomatization to liberate heteroarene carboxylic acids.

Organic Letters
Nanyang Technological University (SG), Pfizer (United States) (US)
Clean water and sanitation
Openalex Percentile: Top 20%
Carbon dioxide utilization in catalysis
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