Simple Preparation of New Functionalized Furan Derivatives via Sequential C-C and C-O Bond Formation Mediated by Palladium-Phosphine Catalyst

Abstract

Some new substituted mono-, di-, and tricyclic furans were prepared catalytically from commercial and readily available starting materials via palladium-mediated sequential C-C and C-O bond formation in a single operation.

Key words

furan - domino reaction - palladium catalyst - allylic substitution

References

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11

Generally, the reaction was carried out with [Pd(η³-C₃H₅)Cl]₂ or Pd(dba)₂ as palladium source and PPh₃ or dppf as ligand in THF, CH₂Cl₂, or DCE at r.t. to 50 °C. When the substrate has an acetoxyl group as leaving group, a base, such as organic base or metal carbonate, was used to neutralize the generating acidic species, see reference 14.

12

Calculations were carried out using the AM1 method in Mac Spartan Plus Ver 2.0.4, Wavefunction, Inc.