Silylcarboxylic Acids as Bifunctional Reagents: Application in Palladium-Catalyzed External-CO-Free Carbonylative Cross-Coupling Reactions

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DOI

  • Xiong Li, Sichuan University
  • ,
  • Jie Xu, Sichuan University
  • ,
  • Yue Li, Sichuan University
  • ,
  • Søren Kramer, Technical University of Denmark - DTU
  • ,
  • Troels Skrydstrup
  • Zhong Lian, Sichuan University

A palladium-catalyzed external-CO-free carbonylative Hiyama-Denmark cross-coupling reaction is presented. The introduction of silylcarboxylic acids as bifunctional reagents (CO and nucleophile source) avoids the need for external gaseous CO and a silylarene coupling partner. The transformation features high functional group tolerance and it is successful with electron-rich, -neutral, and -poor aryl iodides. Stoichiometric studies and control experiments provide insight into the reaction mechanism and support the hypothesized dual role of silylcarboxylic acids. (Figure presented.).

Original languageEnglish
JournalAdvanced Synthesis and Catalysis
Volume362
Issue19
Pages (from-to)4078-4083
ISSN1615-4150
DOIs
Publication statusPublished - Oct 2020

    Research areas

  • Carbonylation, Cross-coupling, Hiyama-Denmark, Palladium-catalysis

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