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Efficient and Regioselective One-Pot Synthesis of 3-Substituted and 3,5-Disubstituted Isoxazoles

Shibing Tang, Jinmei He, Yongquan Sun, Liuer He and Xuegong She*

*State Key Laboratory of Applied Organic Chemistry, Department of Chemistry, Lanzhou University, Lanzhou 730000, P. R. China, Email:

S. Tang, J. He, Y. Sun, L. He, X. She, Org. Lett., 2009, 11, 3982-3985.

DOI: 10.1021/ol901626n

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Various 3-substituted and 3,5-disubstituted isoxazoles have been efficiently synthesized in good yields by the reaction of N-hydroxyl-4-toluenesulfonamide with α,β-unsaturated carbonyl compounds. This strategy is associated with readily available starting materials, mild conditions, high regioselectivity, and wide scope.

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proposed mechanism

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ID: J54-Y2009-2660