Vardanyan Arpine, Boldt Sebastian, Villinger Alexander, Ehlers Peter, Langer Peter
Institut für Chemie, Universität Rostock, A.-Einstein-Street 3a, 18059 Rostock, Germany.
Leibniz Institut für Katalyse an der Universität Rostock, A.-Einstein-Street 29a, 18059 Rostock, Germany.
J Org Chem. 2022 Sep 2;87(17):11296-11308. doi: 10.1021/acs.joc.1c02394. Epub 2022 Mar 16.
A straightforward method for the synthesis of a series of hitherto unknown 1-azapyrenes is reported, which relies on a combination of Pd-catalyzed cross-coupling reactions with Brønsted acid-mediated cycloisomerization reactions. The methodology is highly modular and allows an efficient synthesis of various substituted products in high yields. The structural, electrochemical, and photophysical properties of 1-azapyrenes have been studied by ultraviolet-visible (UV-vis) and fluorescence spectroscopies, cyclic voltammetry, and density functional theory (DFT) calculations.
报道了一种合成一系列迄今未知的1-氮杂芘的直接方法，该方法依赖于钯催化的交叉偶联反应与布朗斯特酸介导的环异构化反应的结合。该方法具有高度模块化，能够高效合成各种取代产物，产率高。通过紫外可见（UV-vis）光谱、荧光光谱、循环伏安法和密度泛函理论（DFT）计算研究了1-氮杂芘的结构、电化学和光物理性质。
