Novel Microwave-Assisted One-Pot Synthesis of Isoxazoles by a Three-Component Coupling-Cycloaddition Sequence
Benjamin Willy, Frank Rominger, Thomas J. J. Müller*
*Institut für Organische Chemie und Makromolekulare Chemie,
Lehrstuhl für Organische Chemie, Heinrich-Heine-Universität Düsseldorf,
Universitätsstraße 1, 40225 Düsseldorf, Germany,
Email: ThomasJJ.Muelleruni-duesseldorf.de
B. Willy, F. Rominger, T. J. J. Müller, Synthesis, 2008, 293-303.
DOI: 10.1055/s-2007-1000856
Abstract
The consecutive Sonogashira coupling of acid chlorides with terminal alkynes, followed by 1,3-dipolar cycloaddition under dielectric heating of in situ generated nitrile oxides from hydroximinoyl chlorides furnishes isoxazoles in moderate to good yields in the sense of a one-pot three-component reaction.
see article for more examples
E. Merkul, O. Grotkopp, T. J. J. Müller, Synthesis, 2009, 502-507.
Key Words
alkynes, cross-couplings, cycloaddition, isoxazoles, microwave synthesis
ID: J66-Y2008-0230