Xinjie GaiRonald GriggShuleewan RajviroongitSaiphon SongarsaVisuvanathar SridharanUniversity of LeedsMahidol University2018-06-212018-06-212005-08-29Tetrahedron Letters. Vol.46, No.35 (2005), 5899-5902004040392-s2.0-23044505858https://repository.li.mahidol.ac.th/handle/20.500.14594/16300A 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.Mahidol UniversityBiochemistry, Genetics and Molecular BiologyChemistryPharmacology, Toxicology and PharmaceuticsSynthesis of triazolo- and tetrazolo-tetrahydroisoquinolines and isoquinolines via temperature controlled palladium catalysed allene/azide incorporation/intramolecular 1,3-dipolar cycloaddition cascadesArticleSCOPUS10.1016/j.tetlet.2005.06.120