Oxime-mediated facile access to 5-methylisoxazoles and applications in the synthesis of valdecoxib and oxacillin.

Kui-Yong Dong, Hai-Tao Qin, Xing-Xing Bao, Feng Liu, Chen Zhu

Organic letters 2014 Oct 17

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A palladium-catalyzed efficient synthesis of 5-methylisoxazoles via oxime-mediated functionalization of unactivated olefins is described. The reaction affords a variety of 5-methylisoxazoles in moderate to good yields. To further demonstrate the utility of the method, the rapid synthesis of valdecoxib and oxacillin is reported.

Citation

Kui-Yong Dong, Hai-Tao Qin, Xing-Xing Bao, Feng Liu, Chen Zhu. Oxime-mediated facile access to 5-methylisoxazoles and applications in the synthesis of valdecoxib and oxacillin. Organic letters. 2014 Oct 17;16(20):5266-8