This submission belongs to the session a. General Organic Synthesis of the event The 4th International Electronic Conference on Synthetic Organic Chemistry
Published date
11 Sep, 2000
Citation
J. Carlos Menéndez, Carmen Avendaño, Pilar López-Alvarado, A general, high-yielding synthesis of b-diamides and b-amidoesters, in Proceedings of The 4th International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 2000, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-4-01822
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A general, high-yielding synthesis of b-diamides and b-amidoesters
Pilar López-Alvarado 1
Carmen Avendaño 1
J. Carlos Menéndez 1
1. Departamento de Química Orgánica y Farmacéutica, Facultad de Farmacia. Universidad Complutense, 28040 Madrid, Spain
Abstract
A new and efficient synthetic route to malonamides and malonamic acid esters is described. S-tert-Butyl acetothioacetate monoanion reacted with aryl or alkyl isocyanates to give tricarbonyl compounds, which spontaneously deacetylated to the corresponding b-amidothioesters. Treatment of the latter with aliphatic or aromatic amines or alcohols at room temperature in the presence of silver trifluoroacetate provided malonamides or malonamic acid esters, respectively, in excellent overall yields.
Keywords
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