论文信息 - Synthesis and interconversion of 6-aroyl-4-oxohexanoie acids and 5-aryl-2-furanpropionic acids. Antiinflammatory agents

Synthesis and interconversion of 6-aroyl-4-oxohexanoie acids and 5-aryl-2-furanpropionic acids. Antiinflammatory agents

A series of 6-aroyl-4-oxohexanoic acids (2) was prepared for intermediate use by acid-catalyzed solvolysis of substituted 3-(2-furyl)acrylophenones (1). This reaction occasionally gave 5-aryl-2-furanpropionic acids (3) instead of, or in addition to, the desired diketones (2). Equilibrium between 2 and 3 was observed in the case where Ar is m-nitrophenyl. A rationalization for the formation of 3 is offered, and published reports with which our results differ are discussed. Diketones (2) were cyclized to furans (3) and antiinflammatory screening data are reported for the latter.

F. Short | G. M. Rockwood

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