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.author | Xinjie Gai | en_US |
dc.contributor.author | Ronald Grigg | en_US |
dc.contributor.author | Shuleewan Rajviroongit | en_US |
dc.contributor.author | Saiphon Songarsa | en_US |
dc.contributor.author | Visuvanathar Sridharan | en_US |
dc.contributor.other | University of Leeds | en_US |
dc.contributor.other | Mahidol University | en_US |
dc.date.accessioned | 2018-06-21T08:08:25Z | |
dc.date.available | 2018-06-21T08:08:25Z | |
dc.date.issued | 2005-08-29 | en_US |
dc.description.abstract | A 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.citation | Tetrahedron Letters. Vol.46, No.35 (2005), 5899-5902 | en_US |
dc.identifier.doi | 10.1016/j.tetlet.2005.06.120 | en_US |
dc.identifier.issn | 00404039 | en_US |
dc.identifier.other | 2-s2.0-23044505858 | en_US |
dc.identifier.uri | https://repository.li.mahidol.ac.th/handle/20.500.14594/16300 | |
dc.rights | Mahidol University | en_US |
dc.rights.holder | SCOPUS | en_US |
dc.source.uri | https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=23044505858&origin=inward | en_US |
dc.subject | Biochemistry, Genetics and Molecular Biology | en_US |
dc.subject | Chemistry | en_US |
dc.subject | Pharmacology, Toxicology and Pharmaceutics | en_US |
dc.title | Synthesis of triazolo- and tetrazolo-tetrahydroisoquinolines and isoquinolines via temperature controlled palladium catalysed allene/azide incorporation/intramolecular 1,3-dipolar cycloaddition cascades | en_US |
dc.type | Article | en_US |
dspace.entity.type | Publication | |
mu.datasource.scopus | https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=23044505858&origin=inward | en_US |