The proposed structures of phenolic compounds isolated from Piper betle L. differ from those of the compounds obtained by total synthesis

Abstract

We describe the syntheses of phenolic compounds, 4-[(1E, 3E, 5E)−6-(4-octyloxyphenyl)hexa-1,3,5-trien-1-yl]benzene-1,2-diol (1) and 3-(n-dodecyloxy) phenol (2), isolated from Piper betle. The triene moiety of 4-[(1E, 3E, 5E)−6-(4-octyloxyphenyl)hexa-1,3,5-trien-1-yl]benzene-1,2-diol was formed via two different methods, the Horner–Wadsworth–Emmons reaction and the McMurry coupling reaction. The spectral data of synthesized compounds show differences with those of reported as the naturally occurring compounds.