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Communication | Regular issue | Vol 14, No. 6, 1980, pp.789-792
Published online, 1st January, 1970
DOI: 10.3987/R-1980-06-0789
Preparation of 1,4-Diphenyl-3-substituted Isoquinolines

Shuntaro Mataka, Kazufumi Takahashi, Yuhsuke Tsuda, and Masashi Tashiro*

*Research Institute of Industrial Science, Faculty of Engineering, Kyushu University, 6-1, Kasuga-koen, Kasuga 816-8580, Japan


The reaction of o-dibenzoylbenzene (1) with benzylamine (2a), m-(2b) and p-xylylendiamine (2c), n-butylamine (2d), ethylglycinate (2f) and aminoacetonitrile (2g) in the presence of basic catalysts afforded the corresponding 3-substituted 1,4-diphenylisoquinolines (3a-d,f,g, and i), while the reaction of 1 with ethanolamine (2e) gave a trace amount of 3-hydroxymethylisoquinoline (3e) and 1,3-diphenylisobenzofuran (4) in 25% yield.