4.8 Article

An Extremely Facile Synthesis of Furans, Pyrroles, and Thiophenes by the Dehydrative Cyclization of Propargyl Alcohols

Journal

ORGANIC LETTERS
Volume 11, Issue 20, Pages 4624-4627

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol901901m

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Funding

  1. University of Florida
  2. Herman Frasch Foundation [647-HF07]
  3. Petroleum Research Fund [47539-G1]

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Furans, pyrroles, and thiophenes are efficiently prepared by gold-catalyzed dehydrative cyclizations of readily available, heteroatom-substituted propargylic alcohols. The reactions are rapid, high-yielding, and procedurally simple, giving essentially pure aromatic heterocycles in minutes under open-flask conditions with catalyst loadings as low as 0.05 mol %.

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