Suzuki reaction method of aryl boric acid/boric acid ester containing large steric hindrance substituent

• Main Authors: HOU JIANHUI, ZHANG SHAOQING, DAI JIANGBO
• Format: Patent
• Language: Chinese; English
• Published: 24.12.2021
• Subjects: CHEMISTRY; HETEROCYCLIC COMPOUNDS; METALLURGY; ORGANIC CHEMISTRY

The invention provides a Suzuki reaction method of aryl boric acid/boric acid ester containing a large steric hindrance substituent, the reaction has the characteristics as shown in a formula I, and Ar represents a compound with a conjugated structure; R1 represents alkyl containing 2-18 carbon atoms, Y1 represents alkyl containing 1-18 carbon atoms, alkoxy, alkylthio, ester group and other groups; and B represents a di-oxapentaborane group or a boric acid group. According to the method provided by the invention, proper solvents such as ethylene glycol dimethyl ether, diethylene glycol dimethyl ether and the like are matched with a common palladium catalyst to form a reaction system, so that the problem that Suzuki reaction with large steric hindrance groups is difficult to carry out is effectively solved. 本发明提供了一种含有大位阻取代基芳基硼酸/硼酸酯的铃木反应方法，所述反应具有式I所示的特点，其中Ar代表具共轭结构的化合物；R1代表含有2-18个碳原子烷基，Y1代表含有1-18个碳原子烷基、烷氧基、烷硫基、酯基等基团；B代表二杂氧戊硼烷基团或硼酸基。本发明所提供的方法中选用乙二醇二甲醚、二乙二醇二甲醚等合适的溶剂与常用的钯催化剂搭配作为反应体系，有效地解决了具有大位阻基团的铃木反应难以进行的问题。