PREPARATION AND PROPERTIES OF TRIFLUOROME THYL-SUBSTITUTED AND TRIFLUOROMETHYLCHALCOGENYL-SUBSTITUTED ADAMANTANES

Trifluoromethyl- and trifluoromethylchalcogenyl-substituted adamantane s have been synthesized and modified chemically. Thus, 1-amino-3-trifl uoromethyl-adamantane, for example, was prepared and converted into va rious N-halogeno derivatives by fluorination with elemental fluorine o r oxidation with hypochlorites. The N, N-difluoro N-chloro and N,N-dic hloro molecules were generated in a similar manner. In addition, 1- an d 2-trifluoromethylchalcogeno-adamantanes were obtained by reacting th e corresponding iodo compounds with bis(trifluoromethylchalcogeno)merc ury. This reaction has been extended to other 1-substituted adamantane s. Several possibilities for introducing further substituents are desc ribed. The first synthesis of difluoromethylsulfanyl-substituted aliph atics is presented.