SCpRh(III)-Catalyzed Enantioselective Synthesis of Atropisomers by C2-Arylation of Indoles with 1‑Diazonaphthoquinones

The Rh­(III)-catalyzed highly enantioselective C2-arylation of indole derivatives with 1-diazonaphthoquinones is reported. In the presence of 2.5 mol % SCpRh complex and 20 mol % AgNO3, the C2-arylation reactions of indoles proceeded smoothly, affording a wide range of C2-arylated indole atropisomers in good yields and enantioselectivity (≤96% yield, ≤97% ee) under mild conditions. The method displays a broad substrate scope and good functional group tolerance.本研究报道了铑(III)（Rh(III)）催化的吲哚衍生物（indole derivatives）与1-重氮萘醌（1-diazonaphthoquinones）的高对映选择性C2位芳基化反应。在2.5 mol%的取代环戊二烯基铑（SCpRh）配合物与20 mol%硝酸银（AgNO3）存在下，吲哚的C2位芳基化反应可顺利进行，在温和条件下以良好的产率和对映选择性（最高96%产率，最高97%对映体过量值（enantiomeric excess, ee））得到一系列C2位芳基化吲哚阻转异构体（atropisomers）。该方法具有宽泛的底物适用范围与优异的官能团耐受性。