Chemical and pharmaceutical bulletin

A new method for introducing the 2, 2-dichloroethyl group at the 3 position of the 2-quinolone system, and the synthesis of dictamnine.

M Sato, K Kawakami, C Kaneko

文献索引：Sato, Masayuki; Kawakami, Katsuhiro; Kaneko, Chikara Chemical & Pharmaceutical Bulletin, 1987 , vol. 35, # 3 p. 1319 - 1321

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被引用次数: 9

摘要

A novel method is described for the introducing the 2, 2-dichloroethyl group at the 2- quinolone ring. The method from 4-substituted 2-quinolone consists of 1) photoaddition of the quinolone to 1, 1-dichloroethylene, 2) base treatment of the cross adduct giving a bicyclobutane, and 3) conversion of the latter to the final product with hydrogen chloride. By applying this reaction to 4-methoxy-2-quinolone, a short-step synthesis of dictamnine is ...