Litcius/Paper detail

Decarboxylative and Deaminative Alkylation of Difluoroenoxysilanes via Photoredox Catalysis: A General Method for Site-Selective Synthesis of Difluoroalkylated Alkanes

Heng Song, Ran Cheng, Qiao‐Qiao Min, Xingang Zhang

2020Organic Letters69 citationsDOI

Abstract

A general method for site-selective difluoroalkylation of alkyl carboxylic redox esters with difluoroenoxysilanes through photoredox-catalyzed decarboxylative reaction has been developed. The reaction can also be extended to aliphatic amine derived pyridinium salts. This method has the advantages of high efficiency, mild reaction conditions, and broad substrate scope, including primary, secondary, and sterically hindered tertiaryl alkyl substrates, providing a general and practical route for applications in organic synthesis and pharmaceutical studies.

Topics & Concepts

ChemistryAlkylationPhotoredox catalysisAlkylCatalysisPyridiniumPrimary (astronomy)Steric effectsOrganic chemistryAmine gas treatingCombinatorial chemistrySubstrate (aquarium)PhotocatalysisAstronomyPhysicsOceanographyGeologyFluorine in Organic ChemistryRadical Photochemical ReactionsPorphyrin and Phthalocyanine Chemistry