Mochida Kenji, Shimizu Masaki, Hiyama Tamejiro
Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Kyoto University Katsura, Nishikyo-ku, Kyoto 615-8510, Japan.
J Am Chem Soc. 2009 Jun 24;131(24):8350-1. doi: 10.1021/ja901622b.
Palladium-catalyzed intramolecular direct arylation of 2-[(2-pyrrolyl)silyl]aryl triflates gives 3,2'-silicon-bridged 2-arylindoles and -pyrroles in good to high yields. The reaction proceeds through cleavage of C-OTf, C-Si, and C-H bonds to result in the formation of C-C and C-Si bonds. Various kinds of functional groups such as OMe, CN, Cl, F, and SiMe(3) tolerated the conditions. The new reaction allows synthesis of functionalized Si-bridged 2-arylindoles that emit intense and efficient blue fluorescence in the solid state.
钯催化的2-[(2-吡咯基)甲硅烷基]芳基三氟甲磺酸酯的分子内直接芳基化反应能以良好到高的产率得到3,2'-硅桥连的2-芳基吲哚和-吡咯。该反应通过C-OTf、C-Si和C-H键的断裂进行，从而形成C-C和C-Si键。各种官能团如OMe、CN、Cl、F和SiMe(3)都能耐受该反应条件。这种新反应使得能够合成在固态下发出强烈且高效蓝色荧光的官能化硅桥连2-芳基吲哚。
