Hypervalent Iodine Catalyzed Generation of Nitrile Oxides from Oximes and their Cycloaddition with Alkenes or Alkynes

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• 作者：Akira Yoshimura ; Kyle R. Middleton ; Anthony D. Todora ; Brent J. Kastern ; Steven R. Koski ; Andrey V. Maskaev ; Viktor V. Zhdankin
• 刊名：Organic Letters
• 出版年：2013
• 出版时间：August 2, 2013
• 年：2013
• 卷：15
• 期：15
• 页码：4010-4013
• 全文大小：265K
• 年卷期：v.15,no.15(August 2, 2013)
• ISSN：1523-7052

文摘

Hypervalent iodine catalyzed oxidation of aldoximes using oxone as a terminal oxidant generates nitrile oxides, which react with alkenes and alkynes to give the corresponding isoxazolines and isoxazoles in moderate to good yields. This reaction involves active hypervalent iodine species formed in situ from catalytic iodoarene and oxone in the presence of hexafluoroisopropanol in aqueous methanol solution.