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Gold(III)-Catalyzed Synthesis of Isoxazoles by Cycloisomerization of α,β-Acetylenic Oximes

C. Praveen, A. Kalyanasundaram, P. T. Perumal*

*Organic Chemistry Division, Central Leather Research Institute, Adyar, Chennai 600 020, India, Email:

C. Praveen, A. Kalyanasundaram, P. T. Perumal, Synlett, 2010, 777-781.

DOI: 10.1055/s-0029-1219342


AuCl3-catalyzed cycloisomerization of α,β-acetylenic oximes leads to substituted isoxazoles in very good yields under moderate reaction conditions. The methodology is amenable for the selective synthesis of 3-substituted, 5-substituted or 3,5-disubstituted isoxazoles.

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Key Words

α,β-acetylenic oximes, gold(III) chloride, cycloisomerization, isoxazoles

ID: J60-Y2010-0710