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Integration of SuFEx and Sonogashira Cross-Coupling for the Synthesis of Structurally Diverse Aryl Acetylenes on DNA

Kangyin Pan, Ying Yao, Wang Bi, Hongtao Xu

2025Organic Letters8 citationsDOI

Abstract

To address the current limitations of DNA-compatible Sonogashira cross-coupling reactions capable of accommodating a broad range of commercially available phenolic building blocks (BBs), an in situ SuFEx–Sonogashira cross-coupling protocol has been developed. This protocol involves the conversion of readily accessible phenolic compounds into the corresponding aryl fluorosulfates within 96-well microplates via a highly efficient in situ liquid-phase SuFEx reaction, followed by Sonogashira cross-coupling with DNA-conjugated terminal alkynes.

Topics & Concepts

Sonogashira couplingChemistryArylCombinatorial chemistryDNACatalysisTerminal (telecommunication)StereochemistryProtocol (science)Range (aeronautics)NanotechnologyFunction (biology)Chemical Synthesis and AnalysisClick Chemistry and ApplicationsCarbohydrate Chemistry and Synthesis
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