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

Xiong Li, Jie Xu, Yue Li, Søren Kramer, Troels Skrydstrup, Zhong Lian*

*Corresponding author for this work

Research output: Contribution to journalJournal articleResearchpeer-review

Abstract

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
Issue number19
Pages (from-to)4078-4083
ISSN1615-4150
DOIs
Publication statusPublished - 2020

Keywords

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

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