Synthetic Studies on Dehydrorotenone

Abstract

The condensation of acetylsalicylchloride with the morpholine enamine of cyclohexanone in the presence of triethylamine gave an adduct which was converted into tetrahydro-xanthone (X) by treating with aqueous pyridine containing piperidine. The reaction was applied to condensation of the pyrrolidine enamine (VI) of 6, 7-dimethoxychroman-3-one with acetyl tubaic acid chloride to afford dehydrorotenone (II).