4.8 Article

N-Heterocyclic Carbene-Catalyzed Cascade Reaction Involving the Hydroacylation of Unactivated Alkynes

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 132, Issue 17, Pages 5970-+

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja102130s

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Funding

  1. Deutsche Forschungsgemeinschaft [SPP 1179]
  2. Alexander von Humboldt Foundation
  3. Deutsche Telekom Stiftung
  4. Alfried Krupp von Bohlen und Halbach Foundation

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The N-heterocyclic carbene (NHC)-catalyzed hydroacylation of unactivated alkynes to provide alpha,beta-unsaturated ketones is reported. In addition, a rare case of an efficient and selective dually NHC-catalyzed cascade reaction involving the hydroacylation of alkynes and a subsequent intermolecular Stetter reaction allows the formation of chromanones containing a 1,4-diketone moiety.

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