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Communication | Special issue | Vol 11, No. 1, 1978, pp.227-230
Published online, 1st January, 1970
DOI: 10.3987/S(N)-1978-01-0227
Studies on Ketene and Its Derivatives (XCIII). Reaction of Ketene with Isoquinolinium Methylides

Tetsuzo Kato,* Takuo Chiba, Shigeru Tanaka, and Toshiki Sasaki

*Pharmaceutical Institute, Tohoku University, Aramaki, Aoba-ku, Sendai 980-8578, Japan

Abstract

Reaction of ketene with isoquinolinium cyano(ethoxycarbonyl)methylide (1) gave rise to ethyl 3-cyano-2,3-dihydro-2-oxopyrrolo[2,1-a]isoquinoline-3-carboxylate (6). On the other hand, isoquinolinium bis(ethoxycarbonyl)methylide (2) reacted with ketene to give diethyl 4-methylene-2-oxo-1,2,4,5-tetrahydro-12bH-1,4-oxazepino[5,4-a]isoquinoline-5,5-dicarboxylate (7), which, on amnonolysis, was converted to 2-bis(ethoxycarbonyl)methyl-1,2-dihydroisoquinoline-1-acetamide (8).