4.6 Article

Palladium-Catalyzed Carbonylation of 2-Bromoanilines with 2-Formylbenzoic Acid and 2-Halobenzaldehydes: Efficient Synthesis of Functionalized Isoindolinones

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 20, Issue 44, Pages 14184-14188

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201404446

Keywords

carbonylation; cascade reactions; heterocycles; isoindolinones; palladium

Funding

  1. state of Mecklenburg-Vorpommern
  2. Bundesministerium fur Bildung und Forschung (BMBF)

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A concise and highly versatile method for the synthesis of functionalized isoindolinones is reported. Various 2-bromoanilines undergo palladium-catalyzed carbonylation with 2-formylbenzoic acid under a convenient and mild procedure to give good to excellent yields of the corresponding isoindolinones. Additionally, 2-halobenzaldehydes can be applied as substrates in palladium-catalyzed double-carbonylation to provide identical compounds in moderate to good yields.

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