Open AccessSynthesis of 2-azetidinones substituted coumarin derivative
Author(s) -
C Uday Mashelkar,
Satadru Jha,
U Beena Mashelkar
Publication year - 2012
Publication title -
journal of the serbian chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.227
H-Index - 45
eISSN - 1820-7421
pISSN - 0352-5139
DOI - 10.2298/jsc111024045m
Subject(s) - chemistry , ethyl acetoacetate , toluene , coumarin , schiff base , derivative (finance) , medicinal chemistry , organic chemistry , base (topology) , polymer chemistry , catalysis , mathematical analysis , mathematics , financial economics , economics
α-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