Modular Synthesis of 9,10-Dihydroacridines through an <i>ortho</i>-C Alkenylation/Hydroarylation Sequence between Anilines and Aryl Alkynes in Hexafluoroisopropanol
作者:Shengdong Wang、Guillaume Force、Jean-François Carpentier、Yann Sarazin、Christophe Bour、Vincent Gandon、David Lebœuf
DOI:10.1021/acs.orglett.1c00487
日期:2021.4.2
precursors typically requires multiple steps. Herein, a modular one-pot synthesis of 9,10-dihydroacridine frameworks is achieved through a reaction sequence featuring a selective ortho-C alkenylation of diarylamines with aryl alkynes followed by an intramolecular hydroarylation of the olefin formed as an intermediate. This transformation was accomplished by virtue of the combination of hexafluoroisopropanol
9,10-二氢ac啶是OLED中的关键支架。但是,从原料前体中获得这些化合物通常需要多个步骤。本文中,通过特征在于二芳基胺与芳基炔烃的选择性邻-C链烯基化,接着是作为中间体形成的烯烃的分子内氢芳基化的反应序列,实现了9,10-二氢ac啶骨架的模块化一锅合成。该转化是通过六氟异丙醇和三氟甲酰亚胺作为引发整个过程的催化剂的组合来完成的。