Rh(III)-Catalyzed C(sp<sup>3</sup>)–H Thiolation of 8-Methylquinolines Promoted by Benzoic Anhydride

Herein, we developed a ligand-promoted Rh(III)-catalyzed C(sp3)–H thiolation of 8-methylquinolines. The effect of ligands on improving the activity of the catalytic centers has been studied in detail and proven to be significant. Various substituents are well tolerated under this reaction condition to provide potential precursors for organic synthesis. The mechanistic study suggests that the reaction may proceed through a five-membered rhodacycle intermediate via thiolation twice.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2024-08-20
DOI
https://doi.org/10.1021/acs.joc.4c00559
Citations
2
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
0.50

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article

Rh(III)-Catalyzed C(sp3)–H Thiolation of 8-Methylquinolines Promoted by Benzoic Anhydride

Cheng‐Kai Yuan, Wei‐Yin Sun, Yi Lu, Yifei Wu et al.
2 citations
The Journal of Organic Chemistry
Sulfur-Based Synthesis Techniques
0.50
article

Rh(III)-Catalyzed C(sp3)–H Thiolation of 8-Methylquinolines Promoted by Benzoic Anhydride

Cheng‐Kai Yuan, Wei‐Yin Sun, Yi Lu, Yifei Wu, Zhen Meng, Yan‐Nian Pan
article en
2 citations

Abstract

Herein, we developed a ligand-promoted Rh(III)-catalyzed C(sp3)–H thiolation of 8-methylquinolines. The effect of ligands on improving the activity of the catalytic centers has been studied in detail and proven to be significant. Various substituents are well tolerated under this reaction condition to provide potential precursors for organic synthesis. The mechanistic study suggests that the reaction may proceed through a five-membered rhodacycle intermediate via thiolation twice.

The Journal of Organic ChemistryVol. 89(17)
St. Catherine University (US), Collaborative Innovation Center of Advanced Microstructures (CN), Nanjing University (CN)
National Natural Science Foundation of China, Fundamental Research Funds for the Central Universities
Openalex Percentile: Top 40%
Sulfur-Based Synthesis Techniques
0.50
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Rh(III)-Catalyzed C(sp<sup>3</sup>)–H Thiolation of 8-Methylquinolines Promoted by Benzoic Anhydride — Cheng‐Kai Yuan, Wei‐Yin Sun, et al. · The Journal of Organic Chemistry (2024) | TGRS Research Map | TGRS