4.5 Article

Efficient Cross-Coupling of Dioxazaborocanes with alpha-Phosphate Enamides

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2014, Issue 35, Pages 7889-7894

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201402927

Keywords

Homogeneous catalysis; Cross-coupling; Palladium; Boron heterocycles; Nitrogen heterocycles; Enols

Funding

  1. Ministere de l'Enseignement Superieur et de la Recherche (MESR)
  2. Minakem
  3. LABEX SynOrg [ANR-11-LABX-0029]

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A range of readily available -phosphate enamides were subjected to (hetero)aromatic dioxazaborocanes (DABO boronates), providing the desired -functionalized enamides in high yields via palladium-catalyzed cross-coupling reactions. Notably, the reaction proceeds in the presence of a slight excess of boron derivatives and tolerates cyclic, nonaromatic and/or electron-rich enamides.

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