A new preparative method for N-adamantylation of carboxylic acid amide
s, ureas and for C5-adamantylation of barbituric acid in trifluoroacet
ic acid (TFA) is proposed. Tertiary 1-adamantanols and 1-(1-adamantyl)
alkanols were used as adamantylating agents. The reaction of 1-(1-adam
antyl)alkanols with nitriles in TFA solution was employed for the firs
t time for the preparation of N-[1-(1-adamantyl)alkyl]amides.