SYNTHESIS AND INTERCONVERSION OF 6-AROYL-4-OXOHEXANOIC ACIDS AND 5-ARYL-2-FURANPROPIONIC ACIDS . ANTIINFLAMMATORY AGENTS

被引:9
作者
SHORT, FW
ROCKWOOD, GM
机构
[1] Department of Chemistry, Division of Medical and Scientific Affairs, Parke, Davis and Company, Ann Arbor, Michigan
关键词
D O I
10.1002/jhet.5570060519
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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. Copyright © 1969 Journal of Heterocyclic Chemistry
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页码:713 / &
相关论文
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