Facile syntheses of 3-halo and mixed 3,5-dihalo analogues of N-acetyl-l-tyrosine via sulfonic acid-catalysed regioselective monohalogenation

Pakorn BovonsombatPratheep KhanthapuraMichael M. KrauseJuthamard LeykajarakulMahidol University2018-07-122018-07-122008-12-01Tetrahedron Letters. Vol.49, No.49 (2008), 7008-7011004040392-s2.0-54049083330https://repository.li.mahidol.ac.th/handle/20.500.14594/18807The combination of catalytic amounts of p-toluenesulfonic acid and 1 equiv of N-halosuccinimide afforded highly selective ring-halogenation of N-acetyl-l-tyrosine, furnishing either N-acetyl-3-halo-l-tyrosine analogues or mixed 3,5-dihalo derivatives in a one-pot reaction with excellent yields at room temperature. © 2008 Elsevier Ltd. All rights reserved.Mahidol UniversityBiochemistry, Genetics and Molecular BiologyChemistryPharmacology, Toxicology and PharmaceuticsFacile syntheses of 3-halo and mixed 3,5-dihalo analogues of N-acetyl-l-tyrosine via sulfonic acid-catalysed regioselective monohalogenationArticleSCOPUS10.1016/j.tetlet.2008.09.123