4.6 Article

Palladium-Catalyzed Oxidative Cycloisomerization of 2-Cinnamyl-1,3-Dicarbonyls: Synthesis of Functionalized 2-Benzyl Furans

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 21, Issue 42, Pages 14732-14736

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201502781

Keywords

cycloisomerization; furans; heterocycles; oxidation; palladium

Funding

  1. DST, India
  2. IISER Bhopal
  3. CSIR

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A new palladium-catalyzed intramolecular oxidative cycloisomerization of readily available starting materials, 2-cinnamyl-1,3-dicarbonyls, has been demonstrated for the creation of structurally diverse 2-benzyl furans. The cycloisomerization occurs by a regioselective 5-exo-trig pathway. The reaction shows a broad substrate scope with good to excellent yields. Furthermore, a one-pot procedure has been executed by using readily available cinnamyl alcohols and 1,3-diketones.

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