Silver‐Catalyzed Decarboxylative Allylation of Difluoroarylacetic Acids with Allyl Sulfones in Water
Xiang Li, Ruihong Zhang, Xiaofei Zhang, Peiyuan Zhu, Tuanli Yao
Abstract
A practical silver-catalyzed decarboxylative allylation of α,α-difluoroarylacetic acids with allyl sulfones is described, which provides a variety of β,β-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.
Topics & Concepts
CatalysisDecarboxylationChemistryOrganic chemistryHeck reactionCombinatorial chemistryPalladiumCatalytic C–H Functionalization MethodsFluorine in Organic ChemistrySulfur-Based Synthesis Techniques