Decarboxylative Hydroalkylation of Alkynes

Nicholas A. Till, Russell T. Smith, David W.C. MacMillan

Research output: Contribution to journalArticlepeer-review

116 Scopus citations


The merger of open- and closed-shell elementary organometallic steps has enabled the selective intermolecular addition of nucleophilic radicals to unactivated alkynes. A range of carboxylic acids can be subjected to a CO2 extrusion, nickel capture, migratory insertion sequence with terminal and internal alkynes to generate stereodefined functionalized olefins. This platform has been further extended, via hydrogen atom transfer, to the direct vinylation of unactivated C-H bonds. Preliminary studies indicate that a Ni-alkyl migratory insertion is operative.

Original languageEnglish (US)
Pages (from-to)5701-5705
Number of pages5
JournalJournal of the American Chemical Society
Issue number17
StatePublished - May 2 2018

All Science Journal Classification (ASJC) codes

  • General Chemistry
  • Biochemistry
  • Catalysis
  • Colloid and Surface Chemistry


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