Nickel-Catalyzed Gas-Free Reductive Carbonylation of Aryl Thianthrenium Salts to Access Aryl Amides and Aryl Thioesters

A nickel-catalyzed site-selective reductive carbonylation of arenes via aryl thianthrenium salts is described. Using Mo(CO)<sub>6</sub> as a convenient solid CO source and reductant and employing nitroarenes and sulfonyl chlorides as readily available nitrogen and sulfur sources, a range of aryl amides and aryl thioesters were successfully synthesized in moderate to good yields. The utility of this transformation is demonstrated through the synthesis of antimicrobial agents and the late-stage functionalization of biorelevant molecules.

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Publication Details

Journal
Organic Letters
Published
2025-05-01
DOI
https://doi.org/10.1021/acs.orglett.5c01203
Citations
6
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
5.62

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article

Nickel-Catalyzed Gas-Free Reductive Carbonylation of Aryl Thianthrenium Salts to Access Aryl Amides and Aryl Thioesters

G Chen, Luyao Ding, Chunjie Ni, Yanping Zhu et al.
6 citations
Organic Letters
Sulfur-Based Synthesis Techniques
5.62
article

Nickel-Catalyzed Gas-Free Reductive Carbonylation of Aryl Thianthrenium Salts to Access Aryl Amides and Aryl Thioesters

G Chen, Luyao Ding, Chunjie Ni, Yanping Zhu, Bolin Zhu, Xiao-Xu Zhang, Chen Chen
article en
6 citations

Abstract

A nickel-catalyzed site-selective reductive carbonylation of arenes via aryl thianthrenium salts is described. Using Mo(CO)<sub>6</sub> as a convenient solid CO source and reductant and employing nitroarenes and sulfonyl chlorides as readily available nitrogen and sulfur sources, a range of aryl amides and aryl thioesters were successfully synthesized in moderate to good yields. The utility of this transformation is demonstrated through the synthesis of antimicrobial agents and the late-stage functionalization of biorelevant molecules.

Organic LettersVol. 27(19)
Ministry of Education of the People's Republic of China (CN), Tianjin Normal University (CN), Yantai University (CN), Yancheng Teachers University (CN)
National Natural Science Foundation of China, Natural Science Foundation of Tianjin City
Openalex Percentile: Top 4%
Sulfur-Based Synthesis Techniques
5.62
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Nickel-Catalyzed Gas-Free Reductive Carbonylation of Aryl Thianthrenium Salts to Access Aryl Amides and Aryl Thioesters — G Chen, Luyao Ding, et al. · Organic Letters (2025) | TGRS Research Map | TGRS