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Communication | Regular issue | Vol 27, No. 10, 1988, pp.2349-2352
Published online, 1st January, 1970
DOI: 10.3987/COM-88-4692
Synthesis of α,β-Unsaturate γ-Butyrolactams by Knoevenagel Condensation

Masazumi Ikeda,* Takamasa Uchino, Kazumi Matuyama, and Ayami Sato

*Kyoto Pharmaceutical University, Misasagi-Shichonocho, Yamashina, Kyoto 607-8414, Japan

Abstract

When 2-alkylaminocyclohex-2-enones 1a-d were allowed to react with ethyl chloroformylacetate in the presence of pyridine and 4-(dimethylamino) pyridine. the carbamoylacetates 2a-d and the 2H-indol-2-ones 3a-d were obtained. Upon treating with ammonium acetate, 2a-d were converted into 3a-d. Reaction of 1a and 1c with cyanoacetyl chloxide gave only the 1H-indol-2-ones 6a,c. This reaction was extended to ttle synthesis of the erythrinan skeleton.