Reactions of Cage Substrates with Sulfur Nucleophiles

N-Substituted S-Alkyl Carbamothioates in the Synthesis of Nitrogen-containing Functional Derivatives of the Adamantane Series

“…As the main starting substrate we chose S -ethyl (adamantan-1-yl)carbamothioate ( 1 ), readily available by the reaction of adamantan-1-ol or its nitrate with ethyl thiocyanate in sulfuric acid [ 50 – 52 ]. S -Methyl (adamantan-1-yl)carbamothioate, too, converts into adamantan-1-yl isocyanate, but, unlike carbamothioate 1 , it thermolyses under more rigid conditions.…”