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

Scott Grecian, Valery V. Fokin

Research output: Contribution to journal › Article

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 language	English
Pages (from-to)	8285-8287
Number of pages	3
Journal	Angewandte Chemie - International Edition
Volume	47
Issue number	43
DOIs	https://doi.org/10.1002/anie.200801920
Publication status	Published - 13 Oct 2008
Externally published	Yes

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Keywords

Cycloaddition
Homogeneous catalysis
Isoxazoles
Nitrile oxides
Ruthenium

ASJC Scopus subject areas

Chemistry(all)
Catalysis

Cite this

Grecian, S., & Fokin, V. V. (2008). Ruthenium-catalyzed cycloaddition of nitrile oxides and alkynes: Practical synthesis of isoxazoles. Angewandte Chemie - International Edition, 47(43), 8285-8287. https://doi.org/10.1002/anie.200801920

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AB - (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.

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Access to Document

10.1002/anie.200801920