title: 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).
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.
authors.affiliation: School of Chemistry and Life Science, Guangdong University of Petrochemical Technology, 139 of Guangdu Two Road, Maoming 525000, PR China. lwb409@yahoo.com.cn
authors.forename: Weibing
authors.initials: W
authors.lastname: Liu
authors.forename: Peng
authors.initials: P
authors.lastname: Zhou
authors.forename: Cui
authors.initials: C
authors.lastname: Chen
authors.forename: Qing
authors.initials: Q
authors.lastname: Zhang
authors.forename: Zhibo
authors.initials: Z
authors.lastname: Zhu
mesh_terms: D000577:Amides / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D007455:Iodine / Q000737:chemistry*; D010080:Oxazoles / Q000138:chemical synthesis / Q000737:chemistry*; D010084:Oxidation-Reduction; D013997:Time Factors; D015034:Zinc Oxide / Q000737:chemistry*
chemical_list: C003484:5-methyl-2-phenylisoxazolidine-3-one; D000577:Amides; D010080:Oxazoles; D007455:Iodine; D015034:Zinc Oxide