Synthesis of 2-azetidinones substituted coumarin derivative

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...

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Main Authors: Jha Mukesh S., Mashelkar Beena U., Mashelkar Uday C.
Format: Article
Language:English
Published: Serbian Chemical Society 2012-01-01
Series:Journal of the Serbian Chemical Society
Subjects:
Online Access:http://www.doiserbia.nb.rs/img/doi/0352-5139/2012/0352-51391200045M.pdf
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author Jha Mukesh S.
Mashelkar Beena U.
Mashelkar Uday C.
author_facet Jha Mukesh S.
Mashelkar Beena U.
Mashelkar Uday C.
author_sort Jha Mukesh S.
collection DOAJ
description 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.
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spelling doaj.art-365fd7356bef48fe8ba7be1b569de1e42022-12-21T19:14:53ZengSerbian Chemical SocietyJournal of the Serbian Chemical Society0352-51392012-01-0177101339134410.2298/JSC111024045MSynthesis of 2-azetidinones substituted coumarin derivativeJha Mukesh S.Mashelkar Beena U.Mashelkar Uday C.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.http://www.doiserbia.nb.rs/img/doi/0352-5139/2012/0352-51391200045M.pdfα-Naphtholselenium dioxidearomatic amineacid chlorideethylacetoacetatetri-n- butylamine2-azetidinone
spellingShingle Jha Mukesh S.
Mashelkar Beena U.
Mashelkar Uday C.
Synthesis of 2-azetidinones substituted coumarin derivative
Journal of the Serbian Chemical Society
α-Naphthol
selenium dioxide
aromatic amine
acid chloride
ethylacetoacetate
tri-n- butylamine
2-azetidinone
title Synthesis of 2-azetidinones substituted coumarin derivative
title_full Synthesis of 2-azetidinones substituted coumarin derivative
title_fullStr Synthesis of 2-azetidinones substituted coumarin derivative
title_full_unstemmed Synthesis of 2-azetidinones substituted coumarin derivative
title_short Synthesis of 2-azetidinones substituted coumarin derivative
title_sort synthesis of 2 azetidinones substituted coumarin derivative
topic α-Naphthol
selenium dioxide
aromatic amine
acid chloride
ethylacetoacetate
tri-n- butylamine
2-azetidinone
url http://www.doiserbia.nb.rs/img/doi/0352-5139/2012/0352-51391200045M.pdf
work_keys_str_mv AT jhamukeshs synthesisof2azetidinonessubstitutedcoumarinderivative
AT mashelkarbeenau synthesisof2azetidinonessubstitutedcoumarinderivative
AT mashelkarudayc synthesisof2azetidinonessubstitutedcoumarinderivative