A versatile new synthesis of quinolines and related fused pyridines. Part III.
作者:Otto Meth-Cohn、Salah Rhouati、Brian Tarnowski
DOI:10.1016/s0040-4039(01)86740-x
日期:1979.1
The action of dimethylformamide in phosphorus oxychloride on acylanilides gives 2-chloro-3-substituted quinolines, which may be dechlorinated to give 3-substituted quinolines in good yield. Similarly, N-nitrosodimethylamine in phosphorus oxychloride converts acylanilides into 2-chloro-3-substituted quinoxazolines.
SR, Li, CO2H, CHO, Ph, piperidine, and N3(giving a tetrazole). The aldehyde group has also been converted into oxime, hydrazone, and acrylic acid derivatives. From these and related derivatives a variety of fusedquinolines have been made including thieno-, pyridazino-, tropono-, pyrano-, thiopyrano-, and furo-quinolines.