Transition-Metal-Mediated Three-Component Cascade Cyclization: Selective Cage B–C(sp<sup>2</sup>) Coupling of Carborane with Aromatics and Synthesis of Carborane-Fused Tricyclics
作者:Yangjian Quan、Zaozao Qiu、Zuowei Xie
DOI:10.1021/ja503489b
日期:2014.5.28
Zirconium/nickel comediated one-pot three-component cascade cyclization of carboryne, alkene, and 2-bromophenyltrimethylsilylacetylene has been achieved, leading to the formation of a series of C,C,B-substituted carborane-fused tricyclics. On the basis of experimental results, a plausible mechanism is proposed including [2 + 2 + 1] cross-cyclotrimerization followed by intramolecular direct selective cage B-C(sp(2)) coupling. This represents the first example of direct cage B-C(phenyl) coupling via cage B-H activation.