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Synthetic Approaches to Novel Di(furocoumarole) Analogues and Some Related Oxygen-Containing Fused Ring Systems of Anticipated Anticoagulant Activity

A. H. Abd El-Rahman, A. M. Khalil, and M. A. Hanna

Department of Chemistry, Mansoura Faculty of Science, Mansoura University, 35516 Mansoura, Egypt

 

Abstract: Three derivatives of 3,3'-methylene-bis(7,8-diphenyl-4-hydroxy-2H-furo[2,3-g]-[1]-benzopyran-2-one) were prepared as dicoumarole analogues by condensation of 7,8-diphenyl-4-hydroxy-2H-furo[2,3-g]-[1]-benzopyran-2-one (II) with aliphatic and/or aromatic aldehydes. Cyclization of these products with o-hydroxy aldehydes or acetic anhydride afforded the related fused ring systems of two types. Synthesis of additional members of these oxygen-containing ring systems was effected either by oxidative coupling of compound II with catechol in the presence of potassium iodate, or by interaction with salicylidenacetone and acyclic or cyclic β-keto esters, respectively. Chemical structure of these products was confirmed on the basis of spectral analyses.

Full paper in Portable Document Format: 482a114.pdf

 

Chemical Papers 48 (2) 114–118 (1994)

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