Nickel or Palladium-Catalyzed Decarbonylative Transformations of Carboxylic Acid Derivatives

Zhenhua Wang, Xiu Wang, Yasushi Nishihara

Research output: Contribution to journalReview article

Abstract

Carboxylic acid derivatives containing acyl halides, anhydrides, esters, amides and acyl nitriles are highly appealing electrophiles in transition-metal-catalyzed carbon-carbon bond-forming reactions due to their ready availability and low cost, which can provide divergent transformations of carboxylic acids into other value-added products. In this Minireview, we focus on the recent advances of decarbonylative transformations of carboxylic acid derivatives in carbon-carbon bond formations using Ni or Pd catalysts. A series of reaction types, product classifications and reaction pathways are presented herein, which show the advantageous features of carboxylic acid derivatives as alternative to aryl or alkyl halides in terms of reactivity and compatibility. The well-accepted mechanism of nickel- or palladium-catalyzed decarbonylative transformations involves initial oxidative addition of carboxylic acid derivatives, followed by decarbonylation or transmetalation (or insertion), and reductive elimination to generate the products, thereby regenerating the catalysts.

Original languageEnglish
Pages (from-to)1234-1247
Number of pages14
JournalChemistry - An Asian Journal
Volume15
Issue number8
DOIs
Publication statusPublished - Apr 17 2020

Keywords

  • carbon-carbon bond formation
  • carboxylic acid derivatives
  • decarbonylation
  • nickel
  • palladium

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry

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