LIGAND FREE Pd CATALYZED CYCLIZATION-INFLUENCE OF STERIC HINDRANCE

Synthesis of sultams was performed using ligand free palladium catalyst following Heck cyclization. The diverse synthesized intermediates in this strategy includes halogenated sulfonyl chloride, alkyl/aryl sulfonamides, N-alkylation using halogenated alkenyl reagents followed by improved Heck cycliz...

Descripción completa

Guardado en:

Detalles Bibliográficos
Autores principales:	ARSHAD,MUHAMMAD NADEEM, SIDDIQUI,WASEEQ AHMAD, KHAN,ISLAM ULLAH, ASIRI,ABDULLAHM
Lenguaje:	English
Publicado:	Sociedad Chilena de Química 2014
Materias:	cyclic sultams 1,2-benzothiazine ligand free Heck reaction
Acceso en línea:	http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072014000400014
Etiquetas:	Agregar Etiqueta Sin Etiquetas, Sea el primero en etiquetar este registro!

id	oai:scielo:S0717-97072014000400014
record_format	dspace
spelling	oai:scielo:S0717-970720140004000142015-01-09LIGAND FREE Pd CATALYZED CYCLIZATION-INFLUENCE OF STERIC HINDRANCEARSHAD,MUHAMMAD NADEEMSIDDIQUI,WASEEQ AHMADKHAN,ISLAM ULLAHASIRI,ABDULLAHM cyclic sultams 1,2-benzothiazine ligand free Heck reaction Synthesis of sultams was performed using ligand free palladium catalyst following Heck cyclization. The diverse synthesized intermediates in this strategy includes halogenated sulfonyl chloride, alkyl/aryl sulfonamides, N-alkylation using halogenated alkenyl reagents followed by improved Heck cyclization with Pd(OAc)2/DIPA in 1-methyl-pyrolidin-2-one/toluene. In this way, isomeric six membered sultams with endocyclic & exocyclic double bonds (benzothiazine) and seven membered (thiazipene) were obtained. Endocyclic double bond isomer was dominates in respect of yield over the exocyclic double bond isomer. The isolated amounts of endocyclic sultams and thiazipene were almost equal in amounts. The intermediates and final products were characterized using IR, ¹H-NMR, 13C-NMR and EI-MS techniques.info:eu-repo/semantics/openAccessSociedad Chilena de QuímicaJournal of the Chilean Chemical Society v.59 n.4 20142014-12-01text/htmlhttp://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072014000400014en10.4067/S0717-97072014000400014
institution	Scielo Chile
collection	Scielo Chile
language	English
topic	cyclic sultams 1,2-benzothiazine ligand free Heck reaction
spellingShingle	cyclic sultams 1,2-benzothiazine ligand free Heck reaction ARSHAD,MUHAMMAD NADEEM SIDDIQUI,WASEEQ AHMAD KHAN,ISLAM ULLAH ASIRI,ABDULLAHM LIGAND FREE Pd CATALYZED CYCLIZATION-INFLUENCE OF STERIC HINDRANCE
description	Synthesis of sultams was performed using ligand free palladium catalyst following Heck cyclization. The diverse synthesized intermediates in this strategy includes halogenated sulfonyl chloride, alkyl/aryl sulfonamides, N-alkylation using halogenated alkenyl reagents followed by improved Heck cyclization with Pd(OAc)2/DIPA in 1-methyl-pyrolidin-2-one/toluene. In this way, isomeric six membered sultams with endocyclic & exocyclic double bonds (benzothiazine) and seven membered (thiazipene) were obtained. Endocyclic double bond isomer was dominates in respect of yield over the exocyclic double bond isomer. The isolated amounts of endocyclic sultams and thiazipene were almost equal in amounts. The intermediates and final products were characterized using IR, ¹H-NMR, 13C-NMR and EI-MS techniques.
author	ARSHAD,MUHAMMAD NADEEM SIDDIQUI,WASEEQ AHMAD KHAN,ISLAM ULLAH ASIRI,ABDULLAHM
author_facet	ARSHAD,MUHAMMAD NADEEM SIDDIQUI,WASEEQ AHMAD KHAN,ISLAM ULLAH ASIRI,ABDULLAHM
author_sort	ARSHAD,MUHAMMAD NADEEM
title	LIGAND FREE Pd CATALYZED CYCLIZATION-INFLUENCE OF STERIC HINDRANCE
title_short	LIGAND FREE Pd CATALYZED CYCLIZATION-INFLUENCE OF STERIC HINDRANCE
title_full	LIGAND FREE Pd CATALYZED CYCLIZATION-INFLUENCE OF STERIC HINDRANCE
title_fullStr	LIGAND FREE Pd CATALYZED CYCLIZATION-INFLUENCE OF STERIC HINDRANCE
title_full_unstemmed	LIGAND FREE Pd CATALYZED CYCLIZATION-INFLUENCE OF STERIC HINDRANCE
title_sort	ligand free pd catalyzed cyclization-influence of steric hindrance
publisher	Sociedad Chilena de Química
publishDate	2014
url	http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072014000400014
work_keys_str_mv	AT arshadmuhammadnadeem ligandfreepdcatalyzedcyclizationinfluenceofsterichindrance AT siddiquiwaseeqahmad ligandfreepdcatalyzedcyclizationinfluenceofsterichindrance AT khanislamullah ligandfreepdcatalyzedcyclizationinfluenceofsterichindrance AT asiriabdullahm ligandfreepdcatalyzedcyclizationinfluenceofsterichindrance
_version_	1718445527296638976

LIGAND FREE Pd CATALYZED CYCLIZATION-INFLUENCE OF STERIC HINDRANCE

Ejemplares similares