Atroposelective Synthesis of 3-Aryl-Indoles Through a One-Pot 2,3-Difunctionalization of Simple Indoles  

作　　者：Lei Dai Yu-Li Sun Jiami Guo Xueting Zhou Qingqin Huang Yixin Lu 

机构地区：[1]Department of Chemistry,National University of Singapore,Singapore 117543 [2]Joint School of National University of Singapore and Tianjin University,International Campus of Tianjin University,Binhai New City,Fuzhou,Fujian,350207

出　　处：《CCS Chemistry》2024年第7期1672-1680,共9页中国化学会会刊（英文）

摘　　要：Indole and its derivatives represent the most important heterocycles that are widely present in bioactive molecules,natural products and advanced materials,and thus functionalization of simple indoles to construct complex indole derivatives is a research area of great current interest.2,3-Difunctionalization of indoles has been extensively studied,but the reported examples are limited to the synthesis of 2,3-disubstituted indole derivatives or dearomatized products containing central chirality.Until now,atroposelective 2,3-difunctionalization of simple indoles for the synthesis of axially chiral molecules is unknown.In this article,we report a straightforward and general strategy for atroposelective 2,3-difunctionalization of simple indoles,forming indole-containing axially chiral products in good yields and excellent enantioselectivities.The strategy we introduce herein may lead to the discovery of new approaches for multifunctionalization of indoles and other heterocyclic scaffolds,thus accessing novel axially chiral heteroarene-containing scaffolds that may find applications in medicinal chemistry and asymmetric catalysis.

关 键 词：axial chirality atroposelectivity sequential catalysis difunctionalization of indoles chiral phosphoric acid 

分 类 号：O62[理学—有机化学]