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Chinese Journal of Organic Chemistry >

0 202604039

DOI: https://doi.org/10.6023/cjoc202604039

ARTICLE

Palladium-Catalyzed Thiocarbonylation of Aryl Bromides to Produce Thioesters Using CO2

  • Xin Long ,
  • Liwei Sun ,
  • Yudong Li ,
  • Huan Wang ,
  • Yuehui Li
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  • aCollege of Smart Energy, Shanghai Jiao Tong University, Shanghai, 200240;
    bKey Laboratory of Photoelectric Conversion and Utilization of Solar Energy, Qingdao Institute of Bioenergy and Bioprocess Technology, Chinese Academy of Sciences, Qingdao, 266101;
    cXinjiang Key Laboratory of Extreme Environment Electronics, Key Laboratory of Functional Materials and Devices for Special Environmental Conditions, Xinjiang Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Urumqi, 830011
†These authors contributed equally to this work.

Received date: 2026-04-24

  Revised date: 2026-07-08

  Online published: 2026-08-24

Supported by

National Natural Science Foundation of China (No. 22572120) and National Key R&D Program of China (No. 2023YFA1507500).

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Abstract

A general and efficient palladium-catalyzed thiocarbonylation of aryl bromides using CO2 as a renewable and non-toxic C1 resource has been established. The key to this transformation is a newly designed carbazole-derived phosphine ligand in combination with PdCl2, enabling low catalyst loading (1 mol%) and mild reaction conditions (120 °C, 5 bar CO2). The thiocarbonylation of a series of aryl bromides bearing electron-withdrawing or electron-donating groups can be effectively carried out, affording up to 95% yield (21 examples). Mechanistic studies suggest that the reaction proceeds via in situ reduction of CO2 to CO by phenylsilane, followed by palladium-catalyzed carbonylative cross-coupling. This method offers a safer and more sustainable alternative to traditional approaches that rely on toxic CO gas.

Key words： palladium catalysis; thiocarbonylation; aryl bromides; thioesters; carbon dioxide; carbazole-derived phosphine ligand

Cite this article

Xin Long , Liwei Sun , Yudong Li , Huan Wang , Yuehui Li . Palladium-Catalyzed Thiocarbonylation of Aryl Bromides to Produce Thioesters Using CO2[J]. Chinese Journal of Organic Chemistry, 0 : 202604039 . DOI: 10.6023/cjoc202604039

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