Cobalt-Catalyzed Intermolecular [2+2] Cycloaddition between Alkynes and Allenes

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13 Citations (Scopus)

Abstract

An intermolecular [2+2] cycloaddition reaction between an alkyne and an allene is reported. In the presence of a cobalt(I)/diphosphine catalyst, a near equimolar mixture of the alkyne and allene is converted into a 3-alkylidenecyclobutene derivative in good yield with high regioselectivity. The reaction tolerates a variety of internal alkynes and mono- or disubstituted allenes bearing various functional groups. The reaction is proposed to involve regioselective oxidative cyclization of the alkyne and allene to form a 4-alkylidenecobaltacyclopentene intermediate, with subsequent C−C reductive elimination.

Original languageEnglish
Pages (from-to)2500-2504
Number of pages5
JournalAngewandte Chemie - International Edition
Volume58
Issue number8
DOIs
Publication statusPublished - 2019 Feb 18
Externally publishedYes

Keywords

  • alkynes
  • allenes
  • cobalt
  • cycloaddition
  • homogeneous catalysis

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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