Br■nsted acid-catalyzed asymmetric dearomatization of indolyl ynamides: Practical and enantioselective synthesis of polycyclic indolines  

作　　者：Zhi-Xin Zhang Xuan Wang Jia-Tian Jiang Jie Chen Xin-Qi Zhu Long-Wu Ye 

机构地区：[1]Key Laboratory for Chemical Biology of Fujian Province and State Key Laboratory of Physical Chemistry of Solid Surfaces,College of Chemistry and Chemical Engineering,Xiamen University,Xiamen 361005,China [2]State Key Laboratory of Elemento-Organic Chemistry,Nankai University,Tianjin 300071,China [3]State Key Laboratory of Organometallic Chemistry,Shanghai Institute of Organic Chemistry,Chinese Academy of Sciences,Shanghai 200032,China

出　　处：《Chinese Chemical Letters》2023年第3期317-321,共5页中国化学快报（英文版）

基　　金：financial support from the National Natural Science Foundation of China(Nos.22125108,22101238,92056104 and 21772161);the China Postdoctoral Science Foundation(No.2020M680087);the Natural Science Foundation of Fujian Province of China(No.2019J02001);the President Research Funds from Xiamen University(No.20720210002);the Fundamental Research Funds for the Central Universities(No.20720202008);NFFTBS(No.J1310024)。

摘　　要：Catalytic asymmetric dearomatization of indoles and alkynes has received much attention in the past decade because this strategy offers an attractive and alternative way for the efficient synthesis of valuable chiral polycyclic indolines. However, these reactions have been mostly limited to transition-metal catalysts, and the related chiral Br■nsted acid catalysis has been scarcely reported. Herein, we disclose a chiral phosphoric acid-catalyzed asymmetric dearomatization of indolyl ynamides by direct activation of alkynes. This metal-free method enables the practical and atom-economical construction of an array of valuable chiral polycyclic indolines in moderate to good yields with high enantioselectivities.

关 键 词：Br■nsted acid catalysis DEAROMATIZATION HETEROCYCLES YNAMIDES STEREOSELECTIVITY 

分 类 号：O626[理学—有机化学]