Lin Furong, Shen Yunjun, Zhang Yuanbin, Sun Yuji, Liu Jiyong, Duttwyler Simon
Department of Chemistry, Zhejiang University, 38 Zheda Road, 310027, Hangzhou, P. R. China.
Chemistry. 2018 Jan 12;24(3):551-555. doi: 10.1002/chem.201703802. Epub 2017 Oct 25.
An iridium-catalyzed alkenylation/annulation sequence between monocarba-closo-dodecaborate carboxylic acids and diarylacetylenes is reported. Regioselective activation of the B2 position, followed by B-C bond formation and ring closure, affords 3D bora-analogues of isocoumarins. The reaction tolerates a variety of functional groups on the aromatic rings and can be extended to B12-substituted derivatives. Furthermore, subsequent alkenylation of the B4 vertex has been achieved in high yields.
报道了一种铱催化的单碳-闭式十二硼酸羧酸与二芳基乙炔之间的烯基化/环化反应序列。B2位的区域选择性活化,随后形成B-C键并环化,得到异香豆素的3D硼类似物。该反应能耐受芳环上的多种官能团,并且可以扩展到B12取代的衍生物。此外,已实现B4顶点的后续烯基化反应,产率很高。