title: Synthesis of N tau-arylhistidine derivatives via direct N-arylation.
abstract: N(tau)-Aryl-histidine derivatives were synthesized using a modified one-step Cu-catalyzed coupling of aryl halides and N-acetylhistidine methyl ester. The latter is much less reactive than imidazole toward aryl halides. p-Chloroiodobenzene coupled with iodine displacement only, whereas m- and p-bromoiodobenzene both gave mixtures of bromo- and iodophenyl products.
authors.affiliation: Department of Medicinal Chemistry, University of Kansas, Lawrence, KS 66045-7582, USA.
authors.forename: Weimin
authors.initials: W
authors.lastname: Yue
authors.forename: Stefanie I
authors.initials: SI
authors.lastname: Lewis
authors.forename: Yakov M
authors.initials: YM
authors.lastname: Koen
authors.forename: Robert P
authors.initials: RP
authors.lastname: Hanzlik
mesh_terms: D000818:Animals; D004305:Dose-Response Relationship, Drug; D006639:Histidine / Q000031:analogs & derivatives* / Q000138:chemical synthesis*; D011817:Rabbits; D051381:Rats
chemical_list: D006639:Histidine