Synthesis of 2-azetidinones substituted coumarin derivative

?-Naphthol is converted into 4-methylbenzo[h]chromen-2-one by reacting with ethyl acetoacetate in the presence of bismuth trichloride which is then oxidized to 2-oxo-2H-benzo[h]chromene-4-carbaldehyde and then condensed with aromatic primary amines to give Schiff bases (3a-3d). These Schiff bases ar...

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Bibliographic Details
Published in:Journal of the Serbian Chemical Society 2012, Vol.77 (10), p.1339-1344
Main Authors: Mashelkar, Uday, Jha, Mukesh, Mashelkar, Beena
Format: Article
Language:English
Subjects:
2-azetidinone
acid chloride
aromatic amine
ethylacetoacetate
selenium dioxide
tri-n- butylamine
α-Naphthol
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Summary:?-Naphthol is converted into 4-methylbenzo[h]chromen-2-one by reacting with ethyl acetoacetate in the presence of bismuth trichloride which is then oxidized to 2-oxo-2H-benzo[h]chromene-4-carbaldehyde and then condensed with aromatic primary amines to give Schiff bases (3a-3d). These Schiff bases are then reacted with acid chlorides in the presence of base in toluene to give 1, 3, 4-substituted 2-azetidinones. nema
ISSN:0352-5139
1820-7421
DOI:10.2298/JSC111024045M