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Substituted quinolinones. Part 13 a convenient route to heterocyclization reactions with 3‐substituted 4‐hydroxyquinolin‐2(1 H )‐one
Author(s) -
AbdelMegid Mohamed,
Abass Mohamed,
Hassan Mohamed
Publication year - 2007
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570440206
Subject(s) - chemistry , reagent , electrophile , nucleophile , reactivity (psychology) , combinatorial chemistry , medicinal chemistry , organic chemistry , catalysis , medicine , alternative medicine , pathology
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.