An efficient synthetic route is described that allows the preparation under
mild conditions of several types of malonamic acid derivatives. The S-tel
E-butyl acetothioacetate monoanion reacted with aryl or alkyl isocyanates t
o give beta -amidothioesters in one step and 73-87% yield, after spontaneou
s deacetylation of tricarbonyl intermediates. Treatment of these thioesters
with several aliphatic or aromatic alcohols and amines at room temperature
in THF or DME and in the presence of silver trifluoroacetate provided, res
pectively, the corresponding malonamic acid esters and malonamides in 80-10
0% yield. (C) 2001 Elsevier Science Ltd. All rights reserved.