Synthesis of 6-Chloro-3, 5-dimethoxyhomophthalic Acid, a Key Intermediate for the Synthesis of Radicicol and Natural Isocoumarin

Abstract

6-Chloro-3, 5-dimethoxyhomophthalic acid (I) was synthesized as a key intermediate for the synthesis of radicicol and isocoumarins of natural origin, via a sequence of reactions including cyclization of 3-(2-chloro-3, 5-dimethoxyphenyl) propionic acid (XIV) to 4-chloro-5, 7-dimethoxyindan-1-one (XVI) and oxidative decomposition of methyl (4-chloro-2, 3-dihydro-5, 7-dimethoxy-1-oxo-1H-inden-2-ylidene) hydroxyacetate (XVII) to I as key steps.