Reaction of adamantanone with phosphorus pentasulfide affords the corresponding thioketone. This new, comparatively very stable alicyclic thione was also obtained by an indirect route from 2-ethoxy-2-adamantanethiol. Reduction of the thioketone with sodium borohydride yields 2-adamantanethiol.
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Greidanus et al. (1969) studied this question.