Journal
TETRAHEDRON LETTERS
Volume 42, Issue 27, Pages 4479-4482Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4039(01)00760-2
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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 to give beta -amidothioesters in one step and 73-87% yield, after spontaneous 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, respectively, the corresponding malonamic acid esters and malonamides in 80-100% yield. (C) 2001 Elsevier Science Ltd. All rights reserved.
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