Chemical transformations of tetracyclo[3.3.1.1.0]decane (1,3-dehydroadamantane): II. Reaction of 1,3-dehydroadamantane with N,N-dialkylcarboxamides.

Alkylation of N,N-dialkylcarboxamides with 1,3-dehydroadamantane has been accomplished for the first time. The reaction involves the C-H bond in the α-position with respect to the carbonyl group and provides a convenient one-step preparation of substituted carboxylic acid amides containing an 1-adamantyl substituent and a pharmacophoric group in the amide moiety. [ABSTRACT FROM AUTHOR]