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J Org Chem. 2020 Aug 21;85(16):10740-10749. doi: 10.1021/acs.joc.0c01257. Epub 2020 Aug 04.

Palladium-Catalyzed Para-Selective Difluoromethylation of Arene Esters.

The Journal of organic chemistry

Guangliang Tu, Dongjie Wang, Chunchen Yuan, Jingyu Zhang, Yingsheng Zhao

Affiliations

  1. Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, P. R. China.
  2. College of Energy, Soochow Institute for Energy and Materials Innovations, Soochow University, Suzhou 215006, P. R. China.

PMID: 32706971 DOI: 10.1021/acs.joc.0c01257

Abstract

Highly efficient, palladium-catalyzed, para-selective difluoromethylation of arene esters has been developed using [1,1'-biphenyl]-2-dicyclohexylphosphine as the effective ligand. A wide variety of arene esters bearing various functional groups were all compatible with the reaction conditions, leading to para-difluoromethylated products in moderate to good yields. Moreover, benzoylamide and benzenesulfonamide were also well-tolerated, suggesting that this novel catalyst system has broad applications to a variety of substrates.

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