Pd-catalyzed carboetherification of beta,gamma-unsaturated oximes: a novel approach to Delta2-isoxazolines.
A novel route to the synthesis of Delta2-isoxazoline derivatives is described. Reaction of beta,gamma-unsaturated oximes with aryl bromides via palladium-catalyzed carboetherification affords 3,5-disubstituted Delta2-isoxazolines in good yields. The use of Xantphos as ligand is crucial for the transformation. The carboetherification products can be further converted to beta-hydroxy ketones in the presence of Fe powder and NH4Cl.
Jiang
Dahong
D
Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu, China.
Peng
Jinsong
J
Chen
Yuanwei
Y
D002384:Catalysis; D007555:Isoxazoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010091:Oximes / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry
D007555:Isoxazoles; D010091:Oximes; D010165:Palladium