Enantioselective Alkynylation of 2-Aryl-3H-indol-3-ones via Cooperative Catalysis of Copper/Chiral Phosphoric Acid

被引：3
|
作者：
Wu, Xi-Xi [1 ]
Ma, Tao [1 ]
Qiao, Xiu-Xiu [1 ]
Zou, Chang-Peng [1 ]
Li, Ganpeng [1 ]
He, Yonghui [1 ]
Zhao, Xiao-Jing [1 ]
机构：
[1] Yunnan Minzu Univ, Sch Ethn Med, Key Lab Chem Ethn Med Resources, Key Lab Nat Prod Synthet Biol Ethn Med Endophytes,, Kunming 650500, Peoples R China
来源：
CHEMISTRY-AN ASIAN JOURNAL | 2023年 / 18卷 / 18期
基金：
中国国家自然科学基金;
关键词：
Chiral phosphoric acids; Cooperative catalysis; 2-Aryl-3H-indol-3-ones; C2-quaternary indolin-3-ones; Chiral propargylic aminles; ORGANOCATALYTIC ASYMMETRIC-SYNTHESIS; BRONSTED ACID; METAL CATALYSIS; IMINES; CYCLIZATION; ALKALOIDS; KETIMINES;
D O I：
10.1002/asia.202300526
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A facile enantioselective alkynylation of cyclic ketimines attached to a neutral functional group utilizing the dual Cu(I)-CPA catalysis is described. The strategy of the alkynylation of 2-aryl-3H-indol-3-one directly to chiral propargylic amines containing indolin-3-one moiety in good yields and enantioselectivities. Moreover, gram-scale synthesis of chiral propargylamines based C2-quaternary indolin-3-ones was performed. The synthetic applications were confirmed by transformations of the products with no decrease in the yield and enantioselectivity.
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页数：5
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