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Paper | Regular issue | Vol 27, No. 8, 1988, pp.1907-1923
Published online, 1st January, 1970
DOI: 10.3987/COM-88-4594
2(3H)- and 2(5H)-Furanones. III. An Efficient Synthesis and the Eschenmoser-Mannich Reaction of N-Substituted 4-Amino-2(5H)-furanones

Takefumi Momose,* Naoki Toyooka, Takafumi Nishi, and Yumi Takeuchi

*Faculty of Pharmaceutical Sciences, Kinki University, 3-4-1, Kowakae, Higashi-Osaka 577-8502, Japan


A series of N-substituted 4-amino-2(5H)-furanones (II) was derived from β-tetronic acid (I) by direct action of several aliphatic and aromatic amines. The Eschenmoser-Mannich reaction of II readily gave the corresponding Mannich bases (VI) quantitatively.