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Palladium(II) acetate catalyzed acylative cleavage of cyclic and acyclic ethers under neat conditions
Tetrahedron Letters ( IF 1.8 ) Pub Date : 2017-11-01 , DOI: 10.1016/j.tetlet.2017.10.080
Jean Fotie , Brandy R. Adolph , Shreya V. Bhatt , Casey C. Grimm

During the development of a palladium catalyzed C–H activation cross-coupling reaction involving acyl halides, it was noted that palladium(II) acetate catalyzes the acylative cleavage of tetrahydrofuran (used as a solvent) at room temperature to afford the corresponding 4-chlorobutyl ester derivative. After optimization, the reaction was shown to work well with epoxides, oxetane and tetrahydrofuran, but only barely with oxanes at room temperature. Acyclic ethers systematically failed to react under similar conditions, but underwent complete conversion in a microwave reactor at 100 °C.



中文翻译:

在纯净条件下乙酸钯(II)催化环状和非环状醚的酰基裂解

在涉及酰基卤的钯催化的C–H活化交叉偶联反应的开发过程中,注意到乙酸钯(II)在室温下催化四氢呋喃(用作溶剂)的酰化裂解,得到相应的4-氯丁基酯衍生物。优化后,显示该反应在环氧化物,氧杂环丁烷和四氢呋喃中反应良好,但在室温下仅与氧烷勉强反应。无环醚在相似条件下无法系统反应,但在100°C的微波反应器中进行了完全转化。

更新日期:2017-11-01
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