4.5 Article

Gold-catalysis:: Reactions of furandialkynes

Journal

SYNTHESIS-STUTTGART
Volume -, Issue 17, Pages 2707-2718

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-2008-1067227

Keywords

alkynes; benzofurans; furans; gold; homogeneous catalysis; spiro compounds

Funding

  1. Fonds der Chemischen Industrie
  2. Deutsche Forschungsgemeinschaft [HA 1932/9-1]

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Six furandialkynes were prepared and investigated in gold-catalyzed reactions. Only gold(III) chloride allowed a conversion of the furandialkynes into the corresponding phenol derivative and a further conversion of the ortho-alkynylfurans into benzofurans. Free hydroxy groups in the substrate led to competing hydroalkoxylations to give acylfurans or benzofuran spiroketals.

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