Journal Article Palladium-Catalyzed Amination of Aryl Sulfoxides

Yoshida, Yuto  ,  Otsuka, Shinya  ,  Nogi, Keisuke  ,  Yorimitsu, Hideki

20 ( 4 )  , pp.1134 - 1137 , 2018-02-16 , American Chemical Society (ACS)
Amination of diaryl sulfoxides with anilines and alkylamines has been accomplished under palladium/N-heterocyclic carbene (NHC) catalysis. Owing to its electron deficiency, the leaving arenesulfenate anion would be smoothly released from the palladium center to result in uneventful catalyst turnover under milder reaction conditions in comparison with previous C–S bond amination reactions. This amination accommodated a wider range of functional groups such as silyl, boryl, methylsulfanyl, and halogen moieties. Regioselective amination of unsymmetrical diaryl sulfoxides was also executed by means of steric bias.

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