Seiji Tanaka, Mikinao Ito, K. Kishikawa, S. Kohmoto, Makoto Yamamoto*
{"title":"A Convenient Method of Generation of Nitrile Oxides by Iodosylbenzene and Its Reaction.","authors":"Seiji Tanaka, Mikinao Ito, K. Kishikawa, S. Kohmoto, Makoto Yamamoto*","doi":"10.1246/NIKKASHI.2002.471","DOIUrl":null,"url":null,"abstract":"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.","PeriodicalId":19311,"journal":{"name":"Nippon Kagaku Kaishi","volume":"25 7-8 1","pages":"471-473"},"PeriodicalIF":0.0000,"publicationDate":"2002-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"13","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Nippon Kagaku Kaishi","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1246/NIKKASHI.2002.471","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 13
Abstract
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.