4.6 Article

N-Acyl-5,5-dimethylhydantoin, a New Mild Acyl-Transfer Reagent in Pd Catalysis: Highly Efficient Synthesis of Functionalized Ketones

Journal

ORGANIC PROCESS RESEARCH & DEVELOPMENT
Volume 22, Issue 9, Pages 1188-1199

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.oprd.8b00182

Keywords

Palladium catalysis; N-acyl-5,5-dimethylhydantoins; ketones; Suzuki coupling

Funding

  1. Science and Technology Planning Project of Guangdong Province [2017A010103017]
  2. Special Innovation Projects of Common Universities in Guangdong Province [20178S0182]

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The palladium-catalyzed Suzuki-Miyaura cross-coupling of N-acyl-5,5-dimethylhydantoins with arylboronic acids has been developed via selective amides C-N bond cleavage. The new reagent is commercially available and air-/moisture-stable, and it offers a variety of ketones in good yields through Suzuki coupling under mild conditions (up to 95%).

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