Pd-catalyzed carboetherification of β,γ-unsaturated oximes:: A novel approach to Δ2-isoxazolines

被引:88
作者
Jiang, Dahong [1 ,2 ]
Peng, Jinsong [3 ]
Chen, Yuanwei [1 ]
机构
[1] Chinese Acad Sci, Chengdu Inst Organ Chem, Chengdu 610041, Peoples R China
[2] Chinese Acad Sci, Grad Sch, Beijing 100049, Peoples R China
[3] NE Forestry Univ, Coll Sci, Haerbin 150040, Peoples R China
关键词
D O I
10.1021/ol8002173
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel route to the synthesis of Delta(2)-isoxazoline derivatives is described. Reaction of beta,gamma-unsaturated oximes with aryl bromides via palladium-catalyzed carboetherification affords 3,5-disubstituted Delta(2)-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 NH(4)Cl.
引用
收藏
页码:1695 / 1698
页数:4
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