Facile Synthesis of Furan Derivatives

Hiroshi KASHIHARA; Hiroshi SUEMUNE; Naomi TSUNEHIRO; Kiyoshi SAKAI

doi:10.1248/cpb.38.2581

Hiroshi KASHIHARA, Hiroshi SUEMUNE, Naomi TSUNEHIRO, Kiyoshi SAKAI

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Keywords: 2-substituted furan, 2, 3-disubstituted furan, furfuryl derivative, isopropylidenedioxy function, p-TsOH, Horner-Wadsworth-Emmons reaction

JOURNAL FREE ACCESS

1990 Volume 38 Issue 9 Pages 2581-2582

DOI https://doi.org/10.1248/cpb.38.2581

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Abstract

The enones (II), which were obtained from dimethyl 4, 5-isopropylidenedioxy-2-oxopentylphosphonate (Ia) and various aldehydes, were easily converted to 2-alkenylfurans (III) by treatment with p-TsOH in MeOH. In a similar manner, the furfuryl phosphonate (IVa) and the 3-methylfurfuryl phosphonate (IVb) were obtained from Ia and its 3-methylated analogue (Ib), respectively.

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