4.7 Article

Suzuki Coupling of Amides via Palladium-Catalyzed C-N Cleavage of N-Acylsaccharins

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 358, Issue 23, Pages 3876-3880

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201600555

Keywords

N-acylsaccharins; C-N bond cleavage; ketones; Suzuki coupling; twisted amides

Funding

  1. National Natural Science Foundation of China [21272080]
  2. Scientific Research Foundation for the Returned Overseas Chinese Scholars, State Education Ministry

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A palladium-catalyzed cross-coupling of activated amides with arylboronic acids has been developed via C-N bond cleavage. This approach demonstrated high tolerance to a variety of alkyl, aryl, heterocyclic and vinyl substituents. Unsymmetrical ketones could be achieved in excellent yield under mild conditions with 1% catalyst loadings.

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