Heterocyclic Compounds
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ChemInform Abstract: 2(3H)- and 2(5H)-Furanones. An Efficient Synthesis and the Eschenmoser-Mannich Reaction of N-Substituted 4-Amino-2(5H)-furanones.
First published: January 10, 1989
Abstract
Treatment of the β-tetronic acid (I) with the amines (II) gives the aminofuranones (III) which are coupled with Eschenmoser's salt (IV) to produce the amino(dimethylaminomethyl)furanones (V).
ChemInform Abstract
Treatment of the β-tetronic acid (I) with the amines (II) gives the aminofuranones (III) which are coupled with Eschenmoser's salt (IV) to produce the amino(dimethylaminomethyl)furanones (V). Whereas the derivatives (Vb) and (Vc) react with methyl iodide to yield the normal ammonium salts, the N-monosubstituted butenolides (Va) produce a mixture of the ammonium iodides (VIIa), (VIIIa), and (IX).
