Es. Berezina et al., Acylpyruvic acids amides and hydrazides: VIII. Synthesis of pivaloylpyruvamides and their reactions with benzylamine and arylamines, RUSS J ORG, 37(4), 2001, pp. 539-546
Pivaloylpyruvamides were obtained by reaction of pivaloylpyruvic acid with
ammonia, primary and secondary amines. The amides in solutions exist as an
equilibrium tautomeric mixture of ketoenol and minor beta -diketone forms.
The pivaloylpyruvamides under mild conditions react with benzylamine or ary
lamines to furnish products of substitution at the alpha -carbonyl group, t
he corresponding amides of (Z)-2-benzylamino- or 2-arylamino-5,5-dimethyl-4
-oxo-2-hexenoic acid. The latter also exist in solutions as two tautomers.
The amides synthesized possess a biological activity.