Synthesis of benzoquinolines.

• Main Author: Hamilton, Hilary. J.
• Other Authors: Taurins, A. (Supervisor)
• Format: Others
• Language: en
• Published: McGill University 1963
• Subjects: Chemistry.
• Online Access: http://digitool.Library.McGill.CA:80/R/?func=dbin-jump-full&object_id=115110

The object of this work was the use of 1- and 2-tetralones for the synthesis of benzoquinolines. The hydroxymethylene ketones were first prepared, and the benzoquinolines were obtained from them by the same general procedure as was used by Sen-Gupta (1) in obtaining quinoline from hydroxymethylene cyclohexanone. Benzo(h)quinoline was obtained as expected from 1-tetralone. There were two possibilities, benzo(f)quinoline or benzo(g)quinoline, for the product or the synthesis starting from 2-tetralone, depending on the position of the hydroxymethylene group in the hydroxymethylene derivative of 2-tetralone. The product in tact obtained was benzo(g)quinoline.