Aryl formate as bifunctional reagent: Applications in palladium-catalyzed carbonylative coupling reactions using in situ generated CO

Haoquan Li, Helfried Neumann, Matthias Beller, Xiao Feng Wu

Research output: Contribution to journalArticlepeer-review

86 Scopus citations

Abstract

After decades of development, carbonylation reactions have become one of the most powerful tools in modern organic synthesis. However, the requirement of CO gas limits the applications of such reactions. Reported herein is a versatile and practical protocol for carbonylative reactions which rely on the cooperation of phenyl formate and nonaflate, and the generation of CO in situ. This protocol has a high functional-group tolerance and could be applied in carbonylations with C, N, and, O nucleophiles. The corresponding amides, alkynones, furanones, and aryl benzoates were synthesized in good yields. Transformers: A versatile and practical protocol for carbonylation reactions involve the cooperation of phenyl formate and nonaflate with generation of CO in situ. This protocol has a high functional-group tolerance and could be applied in carbonylative couplings with C, N, and O nucleophiles. The corresponding amides, alkynones, furanones, and aryl benzoates were synthesized in good yield.

Original languageEnglish
Pages (from-to)3183-3186
Number of pages4
JournalAngewandte Chemie International Edition in English
Volume53
Issue number12
DOIs
StatePublished - 17 Mar 2014
Externally publishedYes

Keywords

  • carbon monoxide
  • carbonylation
  • cross-coupling
  • homogeneous catalysis
  • palladium

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