Ohsumi Masato, Ito Akitaka, Nishiwaki Nagatoshi
Kochi National College of Technology Nankoku Kochi 783-8508 Japan.
School of Environmental Science and Engineering, Kochi University of Technology Miyanokuchi, Tosayamada Kami Kochi 782-8502 Japan
RSC Adv. 2018 Oct 12;8(61):35056-35061. doi: 10.1039/c8ra07841f. eCollection 2018 Oct 10.
Two reaction conditions were developed to accomplish the substrate switchable Suzuki-Miyaura coupling of benzyl derivatives and arylboronic acid derivatives. Under conditions for esters, benzyl esters such as carbonates and acetates reacted with arylboronic acids to afford the corresponding diarylmethanes. However, the benzyl halides did not react under the same conditions. On the other hand, benzyl halides such as bromides and chlorides furnished diarylmethanes under conditions for halides, under which benzyl ester substrates did not react, in which water was found to play an important role. This switching system was tested using the intermolecular/intramolecular competitive reactions, during which the desired products could be synthesized by selecting the appropriate reaction conditions.
开发了两种反应条件来实现苄基衍生物与芳基硼酸衍生物的底物可切换铃木-宫浦偶联反应。在酯的反应条件下，碳酸酯和乙酸酯等苄酯与芳基硼酸反应，生成相应的二芳基甲烷。然而，苄基卤化物在相同条件下不发生反应。另一方面，溴化物和氯化物等苄基卤化物在卤化物的反应条件下生成二芳基甲烷，而苄酯底物在该条件下不反应，发现水在其中起着重要作用。使用分子间/分子内竞争反应对该切换体系进行了测试，在此过程中，可以通过选择合适的反应条件来合成所需产物。
