title: Synthesis of Aryldifluoroamides by Copper-Catalyzed Cross-Coupling.
abstract: A copper-catalyzed coupling of aryl, heteroaryl, and vinyl iodides with α-silyldifluoroamides is reported. The reaction forms α,α-difluoro-α-aryl amides from electron-rich, electron-poor, and sterically hindered aryl iodides in high yield and tolerates a variety of functional groups. The aryldifluoroamide products can be transformed further to provide access to a diverse array of difluoroalkylarenes, including compounds of potential biological interest.
authors.affiliation: Department of Chemistry, University of California, Berkeley, CA, 94720, USA.
authors.forename: Sophie I
authors.initials: SI
authors.lastname: Arlow
authors.affiliation: Department of Chemistry, University of California, Berkeley, CA, 94720, USA. jhartwig@berkeley.edu.
authors.forename: John F
authors.initials: JF
authors.lastname: Hartwig
mesh_terms: D000577:Amides / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D005461:Fluorine / Q000737:chemistry*
chemical_list: D000577:Amides; D005461:Fluorine; D003300:Copper
keywords: amides; copper; cross-coupling; fluorine; synthetic methods