Synthesis of ferrocenyl- and hetaryl-substituted 2,2,2-trifluoroethanols and their conversion into 2,2,2-trifluoroethanethiols using Lawesson’s reagent

Abstract

Ferrocenyl- and hetaryl-substituted ketones react smoothly with the Ruppert-Prakash reagent and, after desilylation of the intermediate adduct, gave the corresponding tertiary 2,2,2-trifluoroethanols. Similarly, ferrocenyl carbaldehyde was converted into 1-ferrocenyl-2,2,2-trifluoroethanol via nucleophilic trifluoromethylation. Some of the obtained fluorinated alcohols were transformed into thiols by treatment with Lawesson’s reagent or P2S5·2C5H5N complex. Remarkably, the obtained thiols are non-odorous compounds.