title: Robust Suzuki-Miyaura cross-coupling on DNA-linked substrates.
abstract: The Suzuki-Miyaura cross-coupling is one of the most widely employed reactions in medicinal chemistry. To apply this reaction to DNA-encoded library technology (ELT), an alternative approach in the discovery of small molecule hits and leads, we explored the Suzuki-Miyaura cross-coupling on DNA-linked aryl halides. Pd(PPh3)4 was demonstrated to be an effective catalyst for cross-coupling with on-DNA halide substrates under aqueous conditions. It efficiently catalyzes the coupling of phenyl halides (iodide or bromide) and pyridinyl bromides with various boronic acids/esters, including challenging heterocyclic boronic acids/esters.
authors.affiliation: GlaxoSmithKline , Platform Technology & Science, ELT-Boston, 830 Winter Street, Waltham, Massachusetts 02451, United States.
authors.forename: Yun
authors.initials: Y
authors.lastname: Ding
authors.forename: Matthew A
authors.initials: MA
authors.lastname: Clark
mesh_terms: D002384:Catalysis; D004247:DNA / Q000737:chemistry*; D013379:Substrate Specificity
chemical_list: D004247:DNA
keywords: DNA-encoded library technology; Suzuki−Miyaura cross-coupling