Abstract
We report here the synthesis and properties of stable enethiols 2 derived from 2-adamantylthioketones 1 carrying an alpha-hydrogen. Synthesis of thiones 1 was performed by reaction of the corresponding hydrazones with S2Cl2. The proton abstraction reaction of 1 with KH easily proceeded to give the corresponding enethiolates. Quenching of the reaction mixture gave the thermally stable enethiols 2. The synthesis and characterization of 2-adamantylthioketones as well as the observation of tautomerization of 1 will be discussed.
