Application of Desymmetrization: Synthesis of Atropisomeric Phosphite Esters via Thioether‐directed C−H Phosphorylation

Abstract Based on a desymmetrization strategy, a thioether‐directed C−H phosphorylation reaction of 1‐phenyl‐2‐alkylthionaphthalenes catalyzed by Pd (II) affords atropisomeric biaryl phosphite esters in moderate to good yields. The bifunctionalized by‐products were well inhibited. This newly developed methodology can be potentially applied to synthesize biaryl phosphite monomethyl esters containing alkylthio groups as bidentate anionic ligands.

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Publication Details

Journal
Asian Journal of Organic Chemistry
Published
2025-03-11
DOI
https://doi.org/10.1002/ajoc.202500209
Primary Topic
Organophosphorus compounds synthesis
Type
article
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article

Application of Desymmetrization: Synthesis of Atropisomeric Phosphite Esters via Thioether‐directed C−H Phosphorylation

Peng Huang, Jianming Pan, Linxi Yao, Bin Liu et al.
Asian Journal of Organic Chemistry
Organophosphorus compounds synthesis
article

Application of Desymmetrization: Synthesis of Atropisomeric Phosphite Esters via Thioether‐directed C−H Phosphorylation

Peng Huang, Jianming Pan, Linxi Yao, Bin Liu, Ce Shi
article en

Abstract

Abstract Based on a desymmetrization strategy, a thioether‐directed C−H phosphorylation reaction of 1‐phenyl‐2‐alkylthionaphthalenes catalyzed by Pd (II) affords atropisomeric biaryl phosphite esters in moderate to good yields. The bifunctionalized by‐products were well inhibited. This newly developed methodology can be potentially applied to synthesize biaryl phosphite monomethyl esters containing alkylthio groups as bidentate anionic ligands.

Asian Journal of Organic ChemistryVol. 14(5)
Zhejiang Medicine (China) (CN), Zhejiang University of Technology (CN)
Openalex Percentile: Top 97%
Organophosphorus compounds synthesis
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