title: Oxime-mediated facile access to 5-methylisoxazoles and applications in the synthesis of valdecoxib and oxacillin.
abstract: 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.
authors.affiliation: Jiangsu Key Laboratory of Translational Research and Therapy for Neuro-Psycho-Diseases and College of Pharmaceutical Sciences, Soochow University , 199 Ren-Ai Road, Suzhou, Jiangsu 215123, People's Republic of China.
authors.forename: Kui-Yong
authors.initials: KY
authors.lastname: Dong
authors.forename: Hai-Tao
authors.initials: HT
authors.lastname: Qin
authors.forename: Xing-Xing
authors.initials: XX
authors.lastname: Bao
authors.forename: Feng
authors.initials: F
authors.lastname: Liu
authors.forename: Chen
authors.initials: C
authors.lastname: Zhu
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D002384:Catalysis; D007555:Isoxazoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010068:Oxacillin / Q000138:chemical synthesis* / Q000737:chemistry; D010091:Oximes / Q000737:chemistry; D010165:Palladium / Q000737:chemistry; D013449:Sulfonamides / Q000138:chemical synthesis* / Q000737:chemistry; D000096926:Benzenesulfonamides
chemical_list: D000475:Alkenes; D007555:Isoxazoles; D010068:Oxacillin; D010091:Oximes; D010165:Palladium; D013449:Sulfonamides; C406224:valdecoxib; D000096926:Benzenesulfonamides