| Abstract: | A number of substituted tetrahydroquinolines were dehydrogenated for the first time to the corresponding quinoline derivatives by means of chloranil and a cupric chloride-pyridine complex. It is shown that the tendency for dehydrogenation decreases on passing from 6-formyl- to 6-bromo-, 6-nitro-, and 7-nitrotetrahydroquinolines. The nitration of N-acyltetrahydroquinolines (where the acyl group is formyl, acetyl, or benzoyl) was studied in detail. The possible formation of a 7-nitro isomer in addition to a 6-nitro isomer was demonstrated, and conditions which make it possible to vary the ratio of the yields of these isomers were found.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1663–1666, December, 1970. |
