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Substituted quinolinones. Part 13 a convenient route to heterocyclization reactions with 3-substituted 4-hydroxyquinolin-2(1H)-one

✍ Scribed by Mohamed Abdel-Megid; Mohamed Abass; Mohamed Hassan

Publisher
Journal of Heterocyclic Chemistry
Year
2007
Tongue
English
Weight
431 KB
Volume
44
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

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The reactivity of 3‐[(dimethylamino)prop‐2‐enoyl]‐4‐hydroxyl‐1‐methylquinolin‐2(1__H__)‐one (2) towards different nucleophilic and electrophilic reagents was investigated. The convenient synthesis of several 3‐heterocyclyl‐quinolinones such as 3‐pyridazinyl‐ 10, 11, 3‐pyranyl 19a,b and 3‐pyrazolylquinolinones 20a,b, 22, 26a,b, 27a,b, 31 and 33 has been described starting from the 3‐acetylquinolinone 1 and enaminone 2. In addition, certain heterocyclo[c]quinolinones such as pyrimido‐ 12, 14 pyrano‐ 3, 17a,b and pyrazolopyranoquinolinone 29 were obtained in good yields.

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