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Studies with quinolines: New synthetic routes to 4H,5H,6H,9H-benzo[ij]pyrano[2,3-b]quinolizine-8-one, 4H-pyrano[2,3-b]pyridine, 2H-pyran-2-one and pyranopyridoquinoline derivatives

✍ Scribed by Fathy Mohamad Abdel Aziz El-Taweel


Publisher
Journal of Heterocyclic Chemistry
Year
2005
Tongue
English
Weight
92 KB
Volume
42
Category
Article
ISSN
0022-152X

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✦ Synopsis


Abstract

Several new benzo[ij]pyrano[2,3‐b]quinolizine‐8‐ones 5 and 4__H__‐pyrano[2,3‐b]pyridine 8 derivatives were synthesized from 4‐hydroxyquinolines 1. Reacting 3‐acetyl‐4‐hydroxy‐1‐phenyl‐1__H__‐quinoline‐2‐one with dimethylformamide dimethylacetal afforded 3‐(3‐Dimethylarnino‐acryloyl)‐4‐hydroxy‐1‐phenyl‐1__H__‐quinolin‐2‐one 9. This reacted with hippuric acid and diethyl 3‐oxoglutarate to give 2__H__‐pyran‐2‐one 13 and pyranopyridoquinoline 17 respectively.


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