Hemin‐Promoted Direct C−H Thiolation in the Synthesis of Diaryl Sulfides

Diaryl sulfides are a class of important synthetic chemical units. Herein, we report a new method for direct preparation of diphenyl sulfides using P‐toluenesulfonyl chloride as an effective thiophenyl radical precursor with assistance from Hemin. Various substituted anisoles and benzenesulfonyl chl...

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Bibliographic Details
Published in:European journal of organic chemistry 2023-03, Vol.26 (12), p.n/a
Main Authors: Li, Bao, Wang, Junrui, Tu, Guangliang, Ju, Guodong, Zhou, Kehan, Zhao, Yingsheng
Format: Article
Language:English
Subjects:
anisoles
benzenesulfonyl chlorides
Chlorides
C−H functionalization
diaryl sulfides
hemin
Sulfides
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Summary:Diaryl sulfides are a class of important synthetic chemical units. Herein, we report a new method for direct preparation of diphenyl sulfides using P‐toluenesulfonyl chloride as an effective thiophenyl radical precursor with assistance from Hemin. Various substituted anisoles and benzenesulfonyl chlorides are well tolerated, resulting in moderate to good yields of diaryl sulfides. The potential of the proposed method is validated by good yields obtained in gram scale reactions. A new method for direct preparation of diphenyl sulfides using P‐toluenesulfonyl chloride as an effective thiophenyl radical precursor with assistance from Hemin. Various substituted anisoles and benzenesulfonyl chlorides are well tolerated. Gram scale reactions showed a satisfactory performance, demonstrating the potential synthetic application of this method.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.202201458