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Nickel-Catalyzed Direct Cross-Coupling of Diaryl Sulfoxide with Aryl Bromide

Authors :
Wen-Xin Li
Bo-Wen Yang
Xuan Ying
Zhuo-Wen Zhang
Xue-Qiang Chu
Xiaocong Zhou
Mengtao Ma
Zhi-Liang Shen
Source :
The Journal of Organic Chemistry. 87:11899-11908
Publication Year :
2022
Publisher :
American Chemical Society (ACS), 2022.

Abstract

The direct cross-couplings of diaryl sulfoxides with aryl bromides via C-S bond cleavage could be readily accomplished using nickel(II) as the catalyst, 1,2-bis(diphenylphosphino)ethane (dppe) as the ligand, and magnesium turnings as the reducing metal in THF, leading to the corresponding biaryls in moderate to good yields. The reaction exhibited a broad substrate scope and could be applied to a gram-scale synthesis. The "one-pot" reaction, which avoids the utility of presynthesized and moisture-labile organometallic compounds, is operationally simple and step-economic.

Subjects

Subjects :
Organic Chemistry

Details

ISSN :
15206904 and 00223263
Volume :
87
Database :
OpenAIRE
Journal :
The Journal of Organic Chemistry
Accession number :
edsair.doi.dedup.....5a53b5e5e7c66958cb360fbfd87ac8a1
Full Text :
https://doi.org/10.1021/acs.joc.2c01513