title: Synthesis of trisubstituted isoxazoles by palladium(II)-catalyzed cascade cyclization-alkenylation of 2-alkyn-1-one O-methyl oximes.
abstract: A palladium-catalyzed, cascade 5-endo-dig cyclization-alkenylation synthesis of isoxazoles has been developed. The addition of 1 equiv of n-Bu(4)NBr significantly increases the yield of the desired 4-alkenyl-3,4,5-trisubstituted isoxazoles. A variety of trisubstituted isoxazoles are prepared in moderate to excellent yields. One example of the synthesis of a naphthoisoxazole is reported by a cascade cyclization-alkenylation-Heck reaction.
authors.affiliation: Department of Chemistry and Biochemistry, Queens College and the Graduate Center of the City University of New York, Flushing, New York 11367, USA.
authors.forename: Zhigang
authors.initials: Z
authors.lastname: She
authors.forename: Dongyue
authors.initials: D
authors.lastname: Niu
authors.forename: Lei
authors.initials: L
authors.lastname: Chen
authors.forename: Maria A
authors.initials: MA
authors.lastname: Gunawan
authors.forename: Xhesika
authors.initials: X
authors.lastname: Shanja
authors.forename: William H
authors.initials: WH
authors.lastname: Hersh
authors.forename: Yu
authors.initials: Y
authors.lastname: Chen
mesh_terms: D002384:Catalysis; D003500:Cyclization; D007555:Isoxazoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010091:Oximes / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*
chemical_list: D007555:Isoxazoles; D010091:Oximes; D010165:Palladium