SYNTHESIS OF BENZOXAZEPINE DERIVATIVES FROM PYRAZOLE-CHALCONE VIA A SIMPLE AND CONVENIENT PROTOCOL USING BASIC ALUMINA AS SOLID SUPPORT

ABSTRACT In the present study a series of novel benzoxazepine (5a-h) derivatives were synthesized by the thermal cyclization reaction of various pyrazole-chalcones (3a-h) with 2-aminophenol, by conventional heating and microwave irradiation (180 W) in solvent-free conditions in short reaction times...

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Autores principales:	Ashok,D., Radhika,G., Rao,Boddu Ananda, Sarasija,M., Jayashree,A., Sadanandam,P.
Lenguaje:	English
Publicado:	Sociedad Chilena de Química 2018
Materias:	Pyrazole Chalcone benzoxazepine microwave irradiation basic alumina
Acceso en línea:	http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072018000203983
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spelling	oai:scielo:S0717-970720180002039832018-07-19SYNTHESIS OF BENZOXAZEPINE DERIVATIVES FROM PYRAZOLE-CHALCONE VIA A SIMPLE AND CONVENIENT PROTOCOL USING BASIC ALUMINA AS SOLID SUPPORTAshok,D.Radhika,G.Rao,Boddu AnandaSarasija,M.Jayashree,A.Sadanandam,P. Pyrazole Chalcone benzoxazepine microwave irradiation basic alumina ABSTRACT In the present study a series of novel benzoxazepine (5a-h) derivatives were synthesized by the thermal cyclization reaction of various pyrazole-chalcones (3a-h) with 2-aminophenol, by conventional heating and microwave irradiation (180 W) in solvent-free conditions in short reaction times (9–12 min), giving high yields of products (80–88%). The homogeneity of all the newly synthesized compounds has been checked by TLC. Their IR, NMR, ESI-mass spectral data and elemental analysis are in accord with the assigned structure. The title compounds were evaluated for their antibacterial activity against Gram-positive bacteria Staphylococcus aureus, Bacillus subtilis, and Gram-negative bacteria Pseudomonas aeruginosa, Escherichia coli. Compounds 3c, 3h, 5b, 5c, 5g and 5h were found to show good antibacterial activity when compared with that of standard drug Ampicillin. Furthermore, the same library of compounds were evaluated for antifungal activity against Aspergillus nigerzeae, Penicillium italicum and Fusarium oxysporum using Grieseofulvin as standard drug. The results of the above studies show that the compounds 3b, 3c, 3e, 3h, 5a, 5c, 5g and 5h showed good antifungal activity against all the tested organisms.info:eu-repo/semantics/openAccessSociedad Chilena de QuímicaJournal of the Chilean Chemical Society v.63 n.2 20182018-06-01text/htmlhttp://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072018000203983en10.4067/s0717-97072018000203983
institution	Scielo Chile
collection	Scielo Chile
language	English
topic	Pyrazole Chalcone benzoxazepine microwave irradiation basic alumina
spellingShingle	Pyrazole Chalcone benzoxazepine microwave irradiation basic alumina Ashok,D. Radhika,G. Rao,Boddu Ananda Sarasija,M. Jayashree,A. Sadanandam,P. SYNTHESIS OF BENZOXAZEPINE DERIVATIVES FROM PYRAZOLE-CHALCONE VIA A SIMPLE AND CONVENIENT PROTOCOL USING BASIC ALUMINA AS SOLID SUPPORT
description	ABSTRACT In the present study a series of novel benzoxazepine (5a-h) derivatives were synthesized by the thermal cyclization reaction of various pyrazole-chalcones (3a-h) with 2-aminophenol, by conventional heating and microwave irradiation (180 W) in solvent-free conditions in short reaction times (9–12 min), giving high yields of products (80–88%). The homogeneity of all the newly synthesized compounds has been checked by TLC. Their IR, NMR, ESI-mass spectral data and elemental analysis are in accord with the assigned structure. The title compounds were evaluated for their antibacterial activity against Gram-positive bacteria Staphylococcus aureus, Bacillus subtilis, and Gram-negative bacteria Pseudomonas aeruginosa, Escherichia coli. Compounds 3c, 3h, 5b, 5c, 5g and 5h were found to show good antibacterial activity when compared with that of standard drug Ampicillin. Furthermore, the same library of compounds were evaluated for antifungal activity against Aspergillus nigerzeae, Penicillium italicum and Fusarium oxysporum using Grieseofulvin as standard drug. The results of the above studies show that the compounds 3b, 3c, 3e, 3h, 5a, 5c, 5g and 5h showed good antifungal activity against all the tested organisms.
author	Ashok,D. Radhika,G. Rao,Boddu Ananda Sarasija,M. Jayashree,A. Sadanandam,P.
author_facet	Ashok,D. Radhika,G. Rao,Boddu Ananda Sarasija,M. Jayashree,A. Sadanandam,P.
author_sort	Ashok,D.
title	SYNTHESIS OF BENZOXAZEPINE DERIVATIVES FROM PYRAZOLE-CHALCONE VIA A SIMPLE AND CONVENIENT PROTOCOL USING BASIC ALUMINA AS SOLID SUPPORT
title_short	SYNTHESIS OF BENZOXAZEPINE DERIVATIVES FROM PYRAZOLE-CHALCONE VIA A SIMPLE AND CONVENIENT PROTOCOL USING BASIC ALUMINA AS SOLID SUPPORT
title_full	SYNTHESIS OF BENZOXAZEPINE DERIVATIVES FROM PYRAZOLE-CHALCONE VIA A SIMPLE AND CONVENIENT PROTOCOL USING BASIC ALUMINA AS SOLID SUPPORT
title_fullStr	SYNTHESIS OF BENZOXAZEPINE DERIVATIVES FROM PYRAZOLE-CHALCONE VIA A SIMPLE AND CONVENIENT PROTOCOL USING BASIC ALUMINA AS SOLID SUPPORT
title_full_unstemmed	SYNTHESIS OF BENZOXAZEPINE DERIVATIVES FROM PYRAZOLE-CHALCONE VIA A SIMPLE AND CONVENIENT PROTOCOL USING BASIC ALUMINA AS SOLID SUPPORT
title_sort	synthesis of benzoxazepine derivatives from pyrazole-chalcone via a simple and convenient protocol using basic alumina as solid support
publisher	Sociedad Chilena de Química
publishDate	2018
url	http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072018000203983
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SYNTHESIS OF BENZOXAZEPINE DERIVATIVES FROM PYRAZOLE-CHALCONE VIA A SIMPLE AND CONVENIENT PROTOCOL USING BASIC ALUMINA AS SOLID SUPPORT

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