Palladium-Catalyzed Arylation and Alkylation of 3,5-Diphenylisoxazole with Boronic Acids via C-H Activation

被引:52
作者
Chu, Jean-Ho [1 ]
Chen, Chin-Chau [2 ]
Wu, Ming-Jung [1 ]
机构
[1] Natl Sun Yat Sen Univ, Dept Chem, Kaohsiung 80424, Taiwan
[2] Kaohsiung Med Univ, Grad Inst Pharmaceut Sci, Kaohsiung, Taiwan
关键词
D O I
10.1021/om800606c
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A method for stoichiometric C-H activation of 3,5-diphenylisoxazole (1) using Pd(OAc)(2) as a reagent in acetic acid leading to the isoxazole palladacycle I was described. Ortho aryl- and alkyl-substituted 3,5-diphenylisoxazoles 3a-f and 5a-i were synthesized by the reaction of I with various boronic acids 2a-f and 4a-i, respectively. p-Benzoquinone was found to be the best oxidant and 1,4-dioxane the best solvent for the transmetalation-reductive-elimination step of I with boronic acids.
引用
收藏
页码:5173 / 5176
页数:4
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