Synthesis of 8-aryl-substituted coumarins based on ring-closing metathesis and suzuki–miyaura coupling: synthesis of a furyl coumarin natural product from Galipea …

B Schmidt, S Krehl, A Kelling…

文献索引：Schmidt, Bernd; Krehl, Stefan; Kelling, Alexandra; Schilde, Uwe Journal of Organic Chemistry, 2012 , vol. 77, # 5 p. 2360 - 2367

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被引用次数: 19

摘要

The synthesis of 7-methoxy-8-(4-methyl-3-furyl)-2 H-chromen-2-one, a natural product with antileishmanial activity recently isolated from the plant Galipea panamensis, is described. The key step is a Suzuki–Miyaura coupling of a furan-3-boronic acid and an 8- halocoumarin, which is advantageously synthesized using a ring-closing metathesis reaction. Several non-natural analogues are also available along these lines.