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Synthesis of Aryldifluoroamides by Copper-Catalyzed Cross-Coupling.


ABSTRACT: A copper-catalyzed coupling of aryl, heteroaryl, and vinyl iodides with ?-silyldifluoroamides is reported. The reaction forms ?,?-difluoro-?-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.

SUBMITTER: Arlow SI 

PROVIDER: S-EPMC4956475 | biostudies-literature | 2016 Mar

REPOSITORIES: biostudies-literature

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Synthesis of Aryldifluoroamides by Copper-Catalyzed Cross-Coupling.

Arlow Sophie I SI   Hartwig John F JF  

Angewandte Chemie (International ed. in English) 20160301 14


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. ...[more]

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