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将碳硼烷羧酸与炔烃融合:通过区域选择性B-H活化合成异香豆素的3D类似物。

Fusing Carborane Carboxylic Acids with Alkynes: 3D Analogues of Isocoumarins via Regioselective B-H Activation.

作者信息

Lin Furong, Shen Yunjun, Zhang Yuanbin, Sun Yuji, Liu Jiyong, Duttwyler Simon

机构信息

Department of Chemistry, Zhejiang University, 38 Zheda Road, 310027, Hangzhou, P. R. China.

出版信息

Chemistry. 2018 Jan 12;24(3):551-555. doi: 10.1002/chem.201703802. Epub 2017 Oct 25.

DOI:10.1002/chem.201703802
PMID:28961328
Abstract

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.

摘要

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。

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