A FACILE SYNTHESIS OF 6,7-FUSED STEROIDAL THIAZOLES VIA 1,3-INTRAMOLECULAR MIGRATION OF BROMINE/ALLYLIC DISPLACEMENT OF BROMINE

A FACILE SYNTHESIS OF 6,7-FUSED STEROIDAL THIAZOLES VIA 1,3-INTRAMOLECULAR MIGRATION OF BROMINE/ALLYLIC DISPLACEMENT OF BROMINE

A facile synthesis of an array of 6,7-fused steroidal thiazoles (4-9) is reported. Replacement of lachrymatory 7-bromosteroidal ketones (4a) with readily accessible 5-bromosteroidal ketones (1-3), as a starting material, on simple condensation with thiourea or phenylthiourea gives the thiazole fused...

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Autores principales: ALAM,MAHBOOB, KHAN,SURAIYA, SHAHEEN KHAN,MOHD
Lenguaje:English
Publicado: Sociedad Chilena de Química 2008
Materias:
Steroidal thiazoles
lachrymatory
phenylthiourea
IR spectroscopy
Acceso en línea:http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072008000400017
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spelling oai:scielo:S0717-970720080004000172009-05-22A FACILE SYNTHESIS OF 6,7-FUSED STEROIDAL THIAZOLES VIA 1,3-INTRAMOLECULAR MIGRATION OF BROMINE/ALLYLIC DISPLACEMENT OF BROMINEALAM,MAHBOOBKHAN,SURAIYASHAHEEN KHAN,MOHD Steroidal thiazoles lachrymatory phenylthiourea IR spectroscopy A facile synthesis of an array of 6,7-fused steroidal thiazoles (4-9) is reported. Replacement of lachrymatory 7-bromosteroidal ketones (4a) with readily accessible 5-bromosteroidal ketones (1-3), as a starting material, on simple condensation with thiourea or phenylthiourea gives the thiazole fused ring producís. The producís have been characterized on the basis of microanalytical and spectral data, which find support in some cases from comparison with previously known samples. A rationalization for the routes of conversión is given, based on current and previous results.info:eu-repo/semantics/openAccessSociedad Chilena de QuímicaJournal of the Chilean Chemical Society v.53 n.4 20082008-12-01text/htmlhttp://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072008000400017en10.4067/S0717-97072008000400017
institution Scielo Chile
collection Scielo Chile
language English
topic Steroidal thiazoles
lachrymatory
phenylthiourea
IR spectroscopy
spellingShingle Steroidal thiazoles
lachrymatory
phenylthiourea
IR spectroscopy
ALAM,MAHBOOB
KHAN,SURAIYA
SHAHEEN KHAN,MOHD
A FACILE SYNTHESIS OF 6,7-FUSED STEROIDAL THIAZOLES VIA 1,3-INTRAMOLECULAR MIGRATION OF BROMINE/ALLYLIC DISPLACEMENT OF BROMINE
description A facile synthesis of an array of 6,7-fused steroidal thiazoles (4-9) is reported. Replacement of lachrymatory 7-bromosteroidal ketones (4a) with readily accessible 5-bromosteroidal ketones (1-3), as a starting material, on simple condensation with thiourea or phenylthiourea gives the thiazole fused ring producís. The producís have been characterized on the basis of microanalytical and spectral data, which find support in some cases from comparison with previously known samples. A rationalization for the routes of conversión is given, based on current and previous results.
author ALAM,MAHBOOB
KHAN,SURAIYA
SHAHEEN KHAN,MOHD
author_facet ALAM,MAHBOOB
KHAN,SURAIYA
SHAHEEN KHAN,MOHD
author_sort ALAM,MAHBOOB
title A FACILE SYNTHESIS OF 6,7-FUSED STEROIDAL THIAZOLES VIA 1,3-INTRAMOLECULAR MIGRATION OF BROMINE/ALLYLIC DISPLACEMENT OF BROMINE
title_short A FACILE SYNTHESIS OF 6,7-FUSED STEROIDAL THIAZOLES VIA 1,3-INTRAMOLECULAR MIGRATION OF BROMINE/ALLYLIC DISPLACEMENT OF BROMINE
title_full A FACILE SYNTHESIS OF 6,7-FUSED STEROIDAL THIAZOLES VIA 1,3-INTRAMOLECULAR MIGRATION OF BROMINE/ALLYLIC DISPLACEMENT OF BROMINE
title_fullStr A FACILE SYNTHESIS OF 6,7-FUSED STEROIDAL THIAZOLES VIA 1,3-INTRAMOLECULAR MIGRATION OF BROMINE/ALLYLIC DISPLACEMENT OF BROMINE
title_full_unstemmed A FACILE SYNTHESIS OF 6,7-FUSED STEROIDAL THIAZOLES VIA 1,3-INTRAMOLECULAR MIGRATION OF BROMINE/ALLYLIC DISPLACEMENT OF BROMINE
title_sort facile synthesis of 6,7-fused steroidal thiazoles via 1,3-intramolecular migration of bromine/allylic displacement of bromine
publisher Sociedad Chilena de Química
publishDate 2008
url http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072008000400017
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