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

James H. Hunter; Marco Potowski; Harriet A. Stanway-Gordon; Andrew Madin; Garry Pairaudeau; Andreas Brunschweiger; Michael J. Waring
J. Org. Chem., 2021, 86(24), 17930-17935
https://doi.org/10.1021/acs.joc.1c02259

Abstract

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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