title: Unified mild reaction conditions for C2-selective Pd-catalysed tryptophan arylation, including tryptophan-containing peptides.
abstract: Pd-mediated C-H bond functionalisation protocols have been designed and developed on tryptophan derivatives and tryptophan-containing peptides. The examination of different arylation reactions (three sets of different conditions A-C), all of which are notable for their low temperatures (≤40 °C), allowed identification of unified and complementary synthetic approaches toward a series of functionalised tryptophan-containing products. Tryptophan-containing peptides demonstrated to be susceptible to aromatic oxidation were successfully and selectively modified through the application of diaryliodonium salts in good yields.
authors.affiliation: Department of Chemistry, University of York, Heslington, York, YO10 5DD, UK. ian.fairlamb@york.ac.uk.
authors.forename: Alan J
authors.initials: AJ
authors.lastname: Reay
authors.forename: Thomas J
authors.initials: TJ
authors.lastname: Williams
authors.forename: Ian J S
authors.initials: IJ
authors.lastname: Fairlamb
mesh_terms: D002384:Catalysis; D006900:Hydroxylation; D010165:Palladium / Q000737:chemistry*; D010455:Peptides / Q000737:chemistry*; D012997:Solvents / Q000737:chemistry; D014364:Tryptophan / Q000737:chemistry*
chemical_list: D010455:Peptides; D012997:Solvents; D010165:Palladium; D014364:Tryptophan