Construction of five- and six-membered heterocycles on both Cp rings of the ferrocene moiety of α-oxoketene-S,S-acetal and β-oxodithioester via heteroaromatic annulation

Abstract

1,1′-Bis(1,1-dimethylsulfanyl-3-oxo-1-propene)ferrocene and 1,1′-Bis(methyl-3-hydroxy-prop-2-ene-dithioate)ferrocene have been shown to be useful three-carbon synthons for the efficient synthesis of hitherto unreported and synthetically demanding Fc-heterocycles. Five-membered (pyrazole, isoxazole, and thiophene) and six-membered (pyrimidine, coumarin, and quinoline) heterocycles have been constructed on both Cp rings of the ferrocene matrix via regioselective heteroaromatic annulation.