Synergistic Sc(III)/Au(I)-Catalyzed Dearomative Spiroannulation of 2-(Ethynyl)aryl Cyclopropanes with 2-Aryl Indoles

被引:8
作者
Xiao, Jun-An [1 ]
Peng, Hai [1 ]
Zhang, Huan [1 ]
Meng, Ru-Fang [1 ]
Lin, Chenxiang [1 ]
Su, Wei [1 ]
Huang, Yanmin [1 ]
机构
[1] Nanning Normal Univ, Guangxi Key Lab Nat Polymer Chem & Phys, Nanning 530001, Peoples R China
基金
中国国家自然科学基金;
关键词
ASYMMETRIC-SYNTHESIS; BRONSTED ACID; RING; CYCLOPENTANNULATION; VINYLCYCLOPROPANES; DERIVATIVES; ALKYLATION;
D O I
10.1021/acs.orglett.2c03679
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The diastereoselective assembly of spiroindolenines via a synergistic scandium/gold-catalyzed dearomative spiroannulation is herein described. This protocol offers access to a wide variety of spiroindolenine derivatives in 86% average yield with moderate to excellent diastereoselectivities (up to 97:3 dr). The control experimental studies lend support to the bimetallic relay catalysis. Moreover, the scale-up reaction and synthetic transformations of spiroindolenine product further demonstrate its synthetic utility.
引用
收藏
页码:8709 / 8713
页数:5
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