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Synfacts 2006(2): 0117-0117
DOI: 10.1055/s-2005-924829
DOI: 10.1055/s-2005-924829
Synthesis of Heterocycles
© Georg Thieme Verlag Stuttgart · New York
Convenient Synthesis of Isoxazoles
J. P. Waldo, R. C. Larock*
Iowa State University, Ames, USA
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
23. Januar 2006 (online)
![](https://www.thieme-connect.de/media/synfacts/200602/lookinside/thumbnails/10.1055-s-2005-924829-1.jpg)
Significance
A new route to substituted isoxazoles 3 involving an electrophile-induced cyclization of acetylenic O -methyl oximes 2 is reported. The reactions proceed with iodo-, bromo-, and seleno-electrophiles in good yields (55% to quant.) under mild conditions. A major advantage of the methodology is the availability of the starting materials 1 by Sonogashira coupling of readily available carboxylic acid chlorides with acetylenes.