Liquid-Assisted Grinding Accelerating: Suzuki-Miyaura Reaction of Aryl Chlorides under High-Speed Ball-Milling Conditions

Liquid-Assisted Grinding Accelerating: Suzuki-Miyaura Reaction of Aryl Chlorides under High-Speed Ball-Milling Conditions
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液体辅助研磨加速:高速球磨条件下芳基氯化物的 Suzuki-Miyaura 反应

DOI:
10.1021/acs.joc.6b01938
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发表时间:
2016-10-21
影响因子:
3.6
通讯作者:
Su, Wei-Ke
Su, Wei-Ke
中科院分区:
化学2区
文献类型:
--
作者:
Jiang, Zhi-Jiang;Li, Zhen-Hua;Su, Wei-Ke

文献摘要

被引文献

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以氯代芳烃的Suzuki-Miyaura机械反应为模型反应,研究了液相助磨的效果。分别对Davephos和PCy_3催化体系进行了测试,结果表明不同液体对催化体系的影响很大。使用醇作为添加剂,观察到产率出乎意料地提高超过55%,这是通过原位形成的醇盐及其参与氧化加成来解释的。使用Pd(0Ac)(2)/PCy 3/MeOH系统进一步扩展底物以良好至高产率得到所需产物。
The effect of liquid-assisted grinding has been studied using mechanical Suzuki-Miyaura reaction of aryl chlorides as the model reaction. Catalytic systems of Davephos and PCy3 are tested respectively showing strong influences from different liquids. Unexpected improvement of yield over 55% is observed using alcohols as additives, which is explained by in situ formed alkoxides and their participation in oxidative addition. Further expansion of substrates using Pd(OAc)(2)/PCy3/MeOH system gives desired products in good to high yields.