DNA-Linked的Robust Suzuki–Miyaura交叉偶联反应

 Suzuki–Miyaura偶联反应在药物化学领域内广泛使用，为了在DNA-encoded library technology (ELT)使用这一方法，我们探索对DNA联芳基卤的铃木 - 宫浦交叉偶合。四三苯基膦钯在这一反应种是有效的催化剂，它可以催化卤苯，碘苯，溴苯和溴代吡啶和硼酸和硼酸酯的反应，包括具有挑战性的杂环硼酸

Robust Suzuki–Miyaura Cross-Coupling on DNA-Linked Substrates

 Yun Ding * and Matthew A. Clark

GlaxoSmithKline, Platform Technology & Science, ELT-Boston, 830 Winter Street, Waltham, Massachusetts 02451, United States

ACS Comb. Sci., 2015, 17 (1), pp 1–4

 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.