One-pot copper(I)-catalyzed synthesis of 3,5-disubstituted isoxazoles

Trond V. Hansen, Peng Wu, Valery V. Fokin

Research output: Contribution to journalArticle

189 Citations (Scopus)

Abstract

3,5-Disubstituted isoxazoles are obtained in good yields by a convenient one-pot, three-step procedure utilizing a regioselective copper(I)-catalyzed cycloaddition reaction between in situ generated nitrile oxides and terminal acetylenes. Most functional groups do not interfere with the reaction, which can be performed in aqueous solvents without protection from oxygen. Since all reagents are used in stoichiometric amounts, formation of byproducts is minimized.

Original languageEnglish (US)
Pages (from-to)7761-7764
Number of pages4
JournalJournal of Organic Chemistry
Volume70
Issue number19
DOIs
StatePublished - Sep 16 2005
Externally publishedYes

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Isoxazoles
Nitriles
Alkynes
Cycloaddition
Oxides
Functional groups
Byproducts
Copper
Oxygen

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

One-pot copper(I)-catalyzed synthesis of 3,5-disubstituted isoxazoles. / Hansen, Trond V.; Wu, Peng; Fokin, Valery V.

In: Journal of Organic Chemistry, Vol. 70, No. 19, 16.09.2005, p. 7761-7764.

Research output: Contribution to journalArticle

Hansen, Trond V. ; Wu, Peng ; Fokin, Valery V. / One-pot copper(I)-catalyzed synthesis of 3,5-disubstituted isoxazoles. In: Journal of Organic Chemistry. 2005 ; Vol. 70, No. 19. pp. 7761-7764.
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