A Convenient Method of Generation of Nitrile Oxides by Iodosylbenzene and Its Reaction

Seiji TANAKA*, Miki ITO, Keiki KISHIKAWA, Shigeo KOHMOTO and Makoto YAMAMOTO

Department of Materials Technology, Faculty of Engineering, Chiba University; 1-33 Yayoi-cho, Inage-ku, Chiba-shi 263-8522 Japan

A mild and convenient method for generation of nitrile oxide is established by iodosylbenzene oxidation of aldehyde oximes. Aldehyde oximes were converted to furoxans in almost quantitative yields via dimerization of corresponding nitrile oxides upon oxidation. When the oxidation was carried out in the presence of alkene and alkyne dipolarophiles, isoxazolines or isoxazoles were obtained in good yields.

[Contents (In Japanese) ] [Contents (In English) ]