Lewis Acid-catalyzed Regioselective Addition of Allenoates to Indoles for Synthesis of Bisindolylesters  

作　　者：XIE Fuyu HE Jianghua ZHANG Yuetao 

机构地区：[1]State Key Laboratory of Supramolecular Structure and Materials,College of Chemistry,Jilin University,Changchun,130012,P.R.China

出　　处：《Chemical Research in Chinese Universities》2025年第1期48-58,共11页高等学校化学研究(英文版)

基　　金：supported by the National Natural Science foundation of China(Nos.22225104,92356302,22071077,21975102).

摘　　要：Indole derivatives,especially bisindolylesters,have attracted intense attention due to their important applications in medicinal chemistry and organic synthesis.Here we develop a Lewis acid-catalyzed efficient and regioselective strategy to prepare a series of symmetric and unsymmetric bisindolylesters in high to excellent yields under mild conditions.The systematic investigations,which include stoichiometric nuclear magnetic resonance(NMR)experiments and structural characterization of intermediates,have provided insights into the possible reaction mechanism for this B(C_(6)F_(5))_(3)-catalyzed addition reaction.Moreover,the sequential employment of Al(C_(6)F_(5))_(3)and B(C_(6)F_(5))_(3)as catalysts enabled us to successfully prepare the unsymmetric bisindolyl-compounds in one-pot two-step manner without the separation step.

关 键 词：B(C_(6)F_(5))_(3) Al(C_(6)F_(5))_(3) INDOLE ALLENOATE Indolylester 

分 类 号：O62[理学—有机化学]