Reactions of 2-methyl-3,1-benzoxazin-4-one with active methylene compounds: A new route to 3-substituted 4-hydroxyquinolin-2(1H)-ones

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Reactions of 2-methyl-3,1-benzoxazin-4-one with active methylene compounds: A new route to 3-substituted 4-hydroxyquinolin-2(1H)-ones (EN)

Markopoulos, J (EN)
Detsi, A (EN)
Igglessi-Markopoulou, O (EN)
Bardakos, V (EN)

journalArticle (EN)

2014-03-01T01:12:13Z
1996 (EN)


A new route to 3-substituted 4-hydroxyquinolin-2(1H)-ones, compounds of great biological importance, is described. The C-acylation of active methylene compounds 2 with the 2-methyl-3,1-benzoxazin-4-one 1, under basic conditions, leads to the formation of the new products 3-10, which have been isolated and characterized. Cyclization of the above intermediates furnishes the 3-substituted 4-hydroxyquinolin-2(1H)-ones. Spectral data and physical characteristics for all compounds are reported. (EN)

Chemistry, Organic (EN)

4-HYDROXY-2-QUINOLONES (EN)
RECEPTOR ANTAGONISTS (EN)
GLYCINE-SITE (EN)
CHEMISTRY (EN)
ACYLAMINOACETYL DERIVATIVES (EN)
2-QUINOLONE (EN)
SUBSTITUTED TETRAMIC ACIDS (EN)
QUINOLINE ALKALOIDS (EN)
ISATOIC ANHYDRIDE (EN)
CYCLIZATION (EN)

Journal of the Chemical Society - Perkin Transactions 1 (EN)

English

ROYAL SOC CHEMISTRY (EN)




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