Publication:
Synthesis of triazolo- and tetrazolo-tetrahydroisoquinolines and isoquinolines via temperature controlled palladium catalysed allene/azide incorporation/intramolecular 1,3-dipolar cycloaddition cascades

dc.contributor.authorXinjie Gaien_US
dc.contributor.authorRonald Griggen_US
dc.contributor.authorShuleewan Rajviroongiten_US
dc.contributor.authorSaiphon Songarsaen_US
dc.contributor.authorVisuvanathar Sridharanen_US
dc.contributor.otherUniversity of Leedsen_US
dc.contributor.otherMahidol Universityen_US
dc.date.accessioned2018-06-21T08:08:25Z
dc.date.available2018-06-21T08:08:25Z
dc.date.issued2005-08-29en_US
dc.description.abstractA novel palladium catalysed three-component process is described involving an allene, an aryl iodide containing an activated alkene and TMSN3. The cascade proceeds via a (π-allyl)palladium species which is intercepted by azide anion followed by stereoselective intramolecular 1,3-dipolar cycloaddition of the organoazide to afford substituted triazolo- and tetrazolo-tetrahydroisoquinolines in good yield. These latter products undergo extrusion of nitrogen to afford isoquinolines at 100°C. © 2005 Elsevier Ltd. All rights reserved.en_US
dc.identifier.citationTetrahedron Letters. Vol.46, No.35 (2005), 5899-5902en_US
dc.identifier.doi10.1016/j.tetlet.2005.06.120en_US
dc.identifier.issn00404039en_US
dc.identifier.other2-s2.0-23044505858en_US
dc.identifier.urihttps://repository.li.mahidol.ac.th/handle/20.500.14594/16300
dc.rightsMahidol Universityen_US
dc.rights.holderSCOPUSen_US
dc.source.urihttps://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=23044505858&origin=inwarden_US
dc.subjectBiochemistry, Genetics and Molecular Biologyen_US
dc.subjectChemistryen_US
dc.subjectPharmacology, Toxicology and Pharmaceuticsen_US
dc.titleSynthesis of triazolo- and tetrazolo-tetrahydroisoquinolines and isoquinolines via temperature controlled palladium catalysed allene/azide incorporation/intramolecular 1,3-dipolar cycloaddition cascadesen_US
dc.typeArticleen_US
dspace.entity.typePublication
mu.datasource.scopushttps://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=23044505858&origin=inwarden_US

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