Palladium-Catalyzed Double -Defluoroetherification of Allylic -Difluorides with Phenols or Alcohols.

Org Lett

Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology, School of Petrochemical Engineering, Changzhou University, Changzhou 213164, China.

Published: November 2024

Significant progress has been made in the synthesis of diverse ketals through a palladium-catalyzed reaction involving allylic -difluorides and various phenols or alcohols. This methodology facilitates double -defluoroetherification of allylic -difluorides, resulting in high product yields with excellent regioselectivity. The reactions were conducted under mild conditions and exhibited outstanding tolerance to a wide range of functional groups. Notably, this approach overcomes the traditional limitation of palladium-catalyzed processes, where nucleophiles typically target the common C-1 position of allylic -difluorides, enabling selective functionalization at the rare C-3 position instead.

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http://dx.doi.org/10.1021/acs.orglett.4c03873DOI Listing

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