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Paper | Regular issue | Vol 57, No. 12, 2002, pp.2299-2308
Published online, 1st January, 1970
DOI: 10.3987/COM-02-9618
A Convenient Synthesis of 3-Benzoylisoazoles by 1,3-Dipolar Cycloaddition

Hiroyuki Kai,* Minoru Tomida, Toru Nakai, and Akira Takase

*Discovery research Laboratories, Shionogi & Co. Ltd.,Gotanda, Koka-cho, Koka-gun, Shiga 520-3423, Japan

Abstract

A convenient, efficient method for the preparation of 3-benzoylisoxazoles is described. Nitrile oxides generated in situ from phenylglyoxylohydroxamyl chlorides and NaHCO3 in isopropyl alcohol smoothly react with dipolarophiles at room temperature to provide the cycloadducts.