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Synthesis of novel pyrano fused quinolones, coumarins, and pyridones
Author(s) -
Toche R. B.,
Jachak M. N.,
Sabnis R. W.,
Kappe T.
Publication year - 1999
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.5570360222
Subject(s) - chemistry , ammonium acetate , quinoline , pyridine , salt (chemistry) , sodium salt , condensation , benzopyran , ammonium , medicinal chemistry , organic chemistry , stereochemistry , combinatorial chemistry , inorganic chemistry , physics , high performance liquid chromatography , thermodynamics
Dedicated to Professor Dr. Hans Junek, Graz, on the occasion of his 70th birthday A novel efficient synthesis of pyrano fused heterocycles namely, pyrano[3,2‐ c ]quinoline‐2,5(6 H )‐diones 3a‐e, 7b‐d , pyrano[3,2‐ c ]benzopyran‐2,5(6 H )‐dione ( 7f ), and pyrano[3,2‐ c ]pyridine‐2,5(6 H )‐diones 10, 11 was achieved by the condensation of 4‐hydroxy‐2‐(1 H )‐quinolones 1a‐e , 4‐hydroxycoumarin ( 1f ), or 4‐hydroxy‐2(1 H )‐pyridone ( 9 ) with α‐acetyl‐γ‐butyrolactone ( 2 ) or the sodium salt of α‐formyl‐γ‐butyrol‐actone ( 6 ), respectively, in the presence of ammonium acetate.