Litcius/Paper detail

C–N Coupling of DNA-Conjugated (Hetero)aryl Bromides and Chlorides for DNA-Encoded Chemical Library Synthesis

Ying‐Chu Chen, John C. Faver, Angela F. Ku, Gabriella Miklóssy, Kevin Riehle, Kurt M. Bohren, Melek N. Ucisik, Martin M. Matzuk, Zhifeng Yu, Nicholas Simmons

2020Bioconjugate Chemistry58 citationsDOIOpen Access PDF

Abstract

-heterocyclic carbene-palladium catalyst that extends this reaction to the coupling of DNA-conjugated (hetero)aromatic chlorides with (hetero)aromatic and select aliphatic amine nucleophiles. In addition, we evaluated steric and electronic effects within this catalyst series, carried out a large substrate scope study on two representative (hetero)aryl bromides, and applied this newly developed method within the construction of a 63 million-membered DECL.

Topics & Concepts

ChemistryConjugated systemArylDNACombinatorial chemistryCoupling (piping)DNA synthesisOrganic chemistryBiochemistryAlkylPolymerEngineeringMechanical engineeringCatalytic Cross-Coupling ReactionsChemical Synthesis and AnalysisCatalytic C–H Functionalization Methods