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Paper | Regular issue | Vol 41, No. 10, 1995, pp.2221-2231
Published online, 1st January, 1970
DOI: 10.3987/COM-95-7131
Studies on Nitrogen-containing Heterocyclic Compounds. Syntheses and Reactions of Benzo[g]quinoline

Isao Takeuchi, Makoto Ushida, Yoshiki Hamada,* Tomoaki Yuzuri, Hiroko Suezawa, and Minoru Hirota

*Faculty of Pharmacy, Meijo University, 150 Yagotoyama, Tempaku-ku, Nagoya 468, Japan

Abstract

The authors devised a new convinient synthesis of benzo[g]quinoline (2) through the condensation of β-naphthylamine with malondialdehyde (MDA) followed by cyclization in polyphosphoric acid. The reactivity of 2 toward N-oxidation, Reissert reaction and methylation with methylsulfinylmethyl carbanion was investigated.