Ruthenium-catalyzed cycloaddition of nitrile oxides and alkynes: Practical synthesis of isoxazoles

Scott Grecian, Valery V. Fokin

Research output: Contribution to journalArticle

134 Citations (Scopus)

Abstract

(Chemical Equation Presented) 3,4-Disubstituted and 3,4,5-trisubstituted isoxazoles have been formed from alkynes and nitrile oxides in a ruthenium(II)-catalyzed process (see scheme; cod=cycloocta-l,5-diene, Cp*=C5Me5). These reactions are experimentally simple, proceed at room temperature, and produce isoxazoles with excellent regioselectivity in high yield.

Original languageEnglish
Pages (from-to)8285-8287
Number of pages3
JournalAngewandte Chemie - International Edition
Volume47
Issue number43
DOIs
Publication statusPublished - 13 Oct 2008
Externally publishedYes

Fingerprint

Isoxazoles
Regioselectivity
Nitriles
Alkynes
Ruthenium
Cycloaddition
Oxides
Temperature

Keywords

  • Cycloaddition
  • Homogeneous catalysis
  • Isoxazoles
  • Nitrile oxides
  • Ruthenium

ASJC Scopus subject areas

  • Chemistry(all)
  • Catalysis

Cite this

Ruthenium-catalyzed cycloaddition of nitrile oxides and alkynes : Practical synthesis of isoxazoles. / Grecian, Scott; Fokin, Valery V.

In: Angewandte Chemie - International Edition, Vol. 47, No. 43, 13.10.2008, p. 8285-8287.

Research output: Contribution to journalArticle

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