A Novel Approach to Sulfide Derivatives of Furocoumarin Natural Products

Michael A. Abramov; Wim Dehaen

doi:10.1055/s-2000-7609

Synthesis 2000; 2000(11): 1529-1531
DOI: 10.1055/s-2000-7609

short paper

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A Novel Approach to Sulfide Derivatives of Furocoumarin Natural Products

Michael A. Abramov^* , Wim Dehaen

^*Department of Chemistry, University of Leuven, Celestijnenlaan 200F, B-3001 Leuven (Heverlee), Belgium; Fax + 32 16 32 79 90; E-mail: wim.dehaen@chem.kuleuven.ac.be

Abstract

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A new method for the preparation of derivatives of furocoumarin natural products is described. The 6(8)-(1,2,3-thiadiazol-4-yl)-7-hydroxycoumarins smoothly transform into 2-alkylthio angelicin and psoralen derivatives through base catalyzed thiadiazole ring cleavage and subsequent furan ring closure.

furocoumarins - heterocycles - ring closure - ring opening - cyclization

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