Vertex Pharmaceuticals Inc. , 50 Nothern Avenue, Boston, Massachusetts 02210, United States.
J Org Chem. 2018 Feb 2;83(3):1551-1557. doi: 10.1021/acs.joc.7b02680. Epub 2018 Jan 17.
The photoredox cross-coupling of aryl halides and potassium alkyl trifluoroborates is a very effective means to form Csp-Csp bonds. However, this transformation is inefficient for the coupling of unactivated primary trifluoroborates. We have developed a generally useful, continuous flow Csp-Csp coupling procedure for the synthesis of diverse product sets that is compatible with both trifluoroborates and silicate reagents. This universal protocol provides diversity sets from both primary and secondary coupling partners. This easily scalable procedure widens the substrate scope of the coupling reaction and is efficient for producing a greater range of analogues bearing a high sp fraction.
芳基卤化物和钾烷基三氟硼酸盐的光氧化还原交叉偶联是形成 Csp-Csp 键的非常有效的方法。然而，这种转化对于未活化的伯三氟硼酸盐的偶联效率不高。我们开发了一种通用的、连续流动的 Csp-Csp 偶联方法，用于合成各种产物集，该方法既与三氟硼酸盐又与硅酸盐试剂兼容。该通用协议为伯和仲偶联伙伴提供了多样性集。该易于扩展的程序拓宽了偶联反应的底物范围，并有效地生产具有高 sp 分数的更大范围的类似物。
