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Issue 4, 2013
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Direct construction of 5-methyl-2-phenylisoxazol-3(2H)-ones via hypervalent iodine mediated sequential tandem oxidative cyclization of 3-oxo-N-phenylbutanamides catalyzed by zinc oxide (ZnO)

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Abstract

A sequential oxidative tandem cyclization reaction mediated by a combination of (diacetoxyiodo)benzene (DIB) with zinc oxide (ZnO) is presented for the synthesis of 5-methyl-2-phenylisoxazol-3(2H)-ones from β-ketobutylanilides. A variety of β-ketobutylanilide compounds were used in this approach, and a wide range of functionalized 5-methylisoxazol-3(2H)-ones were obtained in good to excellent yields.

Graphical abstract: Direct construction of 5-methyl-2-phenylisoxazol-3(2H)-ones via hypervalent iodine mediated sequential tandem oxidative cyclization of 3-oxo-N-phenylbutanamides catalyzed by zinc oxide (ZnO)

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Publication details

The article was received on 04 Nov 2012, accepted on 22 Nov 2012 and first published on 26 Nov 2012


Article type: Communication
DOI: 10.1039/C2OB27145A
Citation: Org. Biomol. Chem., 2013,11, 542-544
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    Direct construction of 5-methyl-2-phenylisoxazol-3(2H)-ones via hypervalent iodine mediated sequential tandem oxidative cyclization of 3-oxo-N-phenylbutanamides catalyzed by zinc oxide (ZnO)

    W. Liu, P. Zhou, C. Chen, Q. Zhang and Z. Zhu, Org. Biomol. Chem., 2013, 11, 542
    DOI: 10.1039/C2OB27145A

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