4.7 Article

Functional Group Tolerance of a Micellar on-DNA Suzuki-Miyaura Cross-Coupling Reaction for DNA-Encoded Library Design

期刊

JOURNAL OF ORGANIC CHEMISTRY
卷 86, 期 24, 页码 17930-17935

出版社

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.1c02259

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资金

  1. AstraZeneca
  2. Bayer AG
  3. DFG [BR 5049/7-1]
  4. EPSRC DTP [EP/R51309X/1]
  5. Cancer Research UK (Newcastle Drug Discovery Unit Programme Grant) [C2115/A21421]

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DNA-encoded libraries (DELs) show great potential for discovering new ligands for proteins. By combining a diverse array of multicomponent reactions with micellar-promoted Suzuki-Miyaura cross-coupling, highly diverse DELs can be synthesized with exceptional fidelity. The micellar Suzuki-Miyaura reaction demonstrates exceptional functional group tolerance and broad applicability.
DNA-encoded libraries (DELs) offer great promise for the discovery of new ligands for proteins. Many current reactions used for DEL synthesis do not proceed efficiently over a wide range of substrates. Combining a diverse array of multicomponent reactions with micellar-promoted Suzuki-Miyaura cross-coupling provides a strategy for synthesizing highly diverse DELs with exceptionally high fidelity. These results demonstrate that the micellar Suzuki-Miyaura reaction has exceptional functional group tolerance and broad applicability.

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