Department of Chemical Engineering and Chemistry, Micro Flow Chemistry and Synthetic Methodology, Eindhoven University of Technology, Den Dolech 2, 5612, AZ, Eindhoven, The Netherlands.
Discovery Sciences, Janssen Research and Development, Jannsen-Cilag, S.A., Jarama 75A, 45007, Toledo, Spain.
Angew Chem Int Ed Engl. 2019 Sep 9;58(37):13030-13034. doi: 10.1002/anie.201906462. Epub 2019 Jul 11.
A continuous-flow, visible-light-promoted method has been developed to overcome the limitations of iron-catalyzed Kumada-Corriu cross-coupling reactions. A variety of strongly electron rich aryl chlorides, previously hardly reactive, could be efficiently coupled with aliphatic Grignard reagents at room temperature in high yields and within a few minutes' residence time, considerably enhancing the applicability of this iron-catalyzed reaction. The robustness of this protocol was demonstrated on a multigram scale, thus providing the potential for future pharmaceutical application.
一种连续流动、可见光促进的方法已经被开发出来，以克服铁催化的 Kumada-Corriu 交叉偶联反应的限制。以前几乎没有反应活性的各种强富电子芳基氯化物，可以在室温下以高收率和几分钟的停留时间与脂肪族格氏试剂有效地偶联，极大地提高了这种铁催化反应的适用性。该协议的稳健性在多克规模上得到了证明，从而为未来的药物应用提供了潜力。
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