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Anomalous Beckmann Reaction of 4-Aryl-2,7,7-trimethyl-5-oxo-5,6,7,8-tetrahydroquinoline Oximes in Polyphosphoric Acid. 1. New Synthesis of 1-Ethoxycarbonyl-2,5,5-trimethyl-5,6-dihydro-4H-pyrido[2,3,4-k,l]acridines

Author: Tolkunov S. V.   Khyzhan A.I.   Dulenko V. I.  

Publisher: Springer Publishing Company

ISSN: 0009-3122

Source: Chemistry of Heterocyclic Compounds, Vol.39, Iss.12, 2003-12, pp. : 1627-1632

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Abstract

Transformations of oximes of 4-aryl-2,7,7-trimethyl-5-oxo-5,6,7,8-tetrahydroquinolines in PPA have been studied. It is shown that the reaction, depending on substituent at position 4 of quinoline ring, can occur in three directions: aromatization of the saturated ring (Semmler-Wolff aromatization), formation of azepinones - normal products of Beckmann rearrangement, and formation of pyridoacridines.

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