液辅助研磨加速：在高速球磨条件下芳基氯的铃木-宫浦反应。
Liquid-Assisted Grinding Accelerating: Suzuki-Miyaura Reaction of Aryl Chlorides under High-Speed Ball-Milling Conditions.
机构信息
National Engineering Research Center for Process Development of Active Pharmaceutical Ingredients, Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology , Hangzhou 310014, P. R. China.
Key Laboratory for Green Pharmaceutical Technologies and Related Equipment of Ministry of Education, College of Pharmaceutical Sciences, Zhejiang University of Technology , Hangzhou 310014, P. R. China.
出版信息
J Org Chem. 2016 Oct 21;81(20):10049-10055. doi: 10.1021/acs.joc.6b01938. Epub 2016 Oct 11.
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 PCy 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)/PCy/MeOH system gives desired products in good to high yields.
采用机械铃木-宫浦偶联反应作为模型反应，研究了液辅助研磨的效果。分别测试了 Davephos 和 PCy 的催化体系，结果表明不同的液体有很强的影响。使用醇作为添加剂时，观察到产率超过 55%的意外提高，这可以通过原位形成的烷氧基化物及其在氧化加成中的参与来解释。进一步扩展使用 Pd(OAc)/PCy/MeOH 体系的底物，得到了良好至高产率的所需产物。
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