One-Pot Syntheses of Methyl p- and o-Hydroxydithiobenzoates from Phenol Ethers

Article abstract of DOI:10.1055/s-1988-27549

Methyl p- and o-hydroxydithiobenzoates were prepared regiospecifically in a one-pot procedure from phenol methyl- and methoxymethyl,ethers, respectively.The p-hydroxy compounds were prepared by treatment of the methyl ethers with carbon disulfide, methyl iodide, and aluminum chloride.The second procedure involves ortho-metallation, carbon disulfide dithiocarboxylation, sulfur alkylation with methyl iodide, and in situ phenol deprotection with aluminum chloride/methyl iodide.