4.6 Article

Silver-Catalyzed Decarboxylative Allylation of Difluoroarylacetic Acids with Allyl Sulfones in Water

Journal

CHEMISTRY-AN ASIAN JOURNAL
Volume 15, Issue 7, Pages 1175-1179

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/asia.202000059

Keywords

Silver; alpha; alpha-Difluoroarylacetic acid; Allylation; Water; radical keyword 5

Funding

  1. Education Department of Shaanxi Province [19JK0148] Funding Source: Medline
  2. Shaanxi University of Science and Technology [2016BJ-67] Funding Source: Medline

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A practical silver-catalyzed decarboxylative allylation of alpha,alpha-difluoroarylacetic acids with allyl sulfones is described, which provides a variety of beta,beta-difluorinated alkenes in good yields. Notably, the reaction proceeds smoothly in water with good functional group tolerance. The practicality and synthetic value of this process was demonstrated by scaled-up experiment and elaboration of the products via reduction or Heck reaction. Primary mechanism investigations suggest that a radical process might be involved.

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