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ChemInform Abstract: A Facile Synthesis of 3,4-Disubstituted Isoxazole Derivatives by Regioselective Cleavage of Pyrano[3,4-c]isoxazoles with Boron Trihalide.

✍ Scribed by H. J. KIM; Y. J. LEE

Publisher: John Wiley and Sons
Year: 2010
Weight: 36 KB
Volume: 29
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199847143

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✦ Synopsis

1998 isoxazole derivatives isoxazole derivatives R 0240 47 -143 A Facile Synthesis of 3,4-Disubstituted Isoxazole Derivatives by Regioselective Cleavage of Pyrano[3,4-c]isoxazoles with Boron Trihalide. -Reaction of pyranoisoxazoles (IV), obtained by intramolecular nitrile oxide-alkyne cycloaddition, with boron trihalides results in a regioselective C-O bond cleavage to furnish unusual 3,4-disubstituted isoxazoles (V)/(VI) in high yields. The various functionalities of these isoxazoles provide numerous opportunities for further chemical elaboration [→(VII), (IX)]. -(KIM, H.

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