Copper-promoted cycloaddition of diazocarbonyl compounds and acetylides

Xiangbing Qi, Joseph M. Ready

Research output: Contribution to journalArticle

82 Citations (Scopus)

Abstract

(Chemical Equation Presented) HOMO-logous: The copper-mediated cycloaddition of alkynes with diazo carbonyl compounds to give pyrazoles is reminiscent of the copper-catalyzed cycloaddition of alkynes and azides. The formation of the copper acetylide is proposed to narrow the energy gap between the highest occupied molecular orbital (HOMO) of the alkyne and the lowest unoccupied molecular orbital (LUMO) of the diazo compound.

Original languageEnglish (US)
Pages (from-to)3242-3244
Number of pages3
JournalAngewandte Chemie - International Edition
Volume46
Issue number18
DOIs
StatePublished - 2007

Fingerprint

Alkynes
Cycloaddition
Molecular orbitals
Copper
Pyrazoles
Carbonyl compounds
Azides
Energy gap

Keywords

  • Acetylides
  • Copper
  • Cycloaddition
  • Diazo compounds
  • Heterocycles

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Copper-promoted cycloaddition of diazocarbonyl compounds and acetylides. / Qi, Xiangbing; Ready, Joseph M.

In: Angewandte Chemie - International Edition, Vol. 46, No. 18, 2007, p. 3242-3244.

Research output: Contribution to journalArticle

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