Rapid Construction of Hexacyclic Indolines via the Ru(II)-Catalyzed C-H Activation Initiated Cascade Cyclization of Phenidones with Enynones

被引：10
|
作者：
Li, Yang [1 ,2 ]
Wang, Yongzhuang [1 ,2 ]
Huang, Xiaoli [1 ,2 ]
Shi, Yan [1 ,2 ]
Tang, Yuhai [1 ,2 ]
Jiao, Jiao [1 ,2 ]
Li, Jing [1 ,2 ]
Xu, Silong [1 ,2 ]
机构：
[1] Xi An Jiao Tong Univ, Sch Chem, Dept Mat Chem, Xian 710049, Peoples R China
[2] Xi An Jiao Tong Univ, Xian Key Lab Sustainable Energy Mat Chem, Xian 710049, Peoples R China
来源：
ORGANIC LETTERS | 2022年 / 24卷 / 01期
基金：
中国博士后科学基金; 中国国家自然科学基金;
关键词：
DIELS-ALDER REACTIONS; ARYLATIVE CYCLIZATION; ALKALOIDS; 1,6-ENYNES; INDOLES;
D O I：
10.1021/acs.orglett.1c04133
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A highly efficient cascade cyclization of phenidones and enynones has been developed via a Ru(II)-catalyzed C-H activation initiated indole formation/Diels-Alder reaction/iminium ion cyclization sequence, which afforded hexacyclic indolines as single diastereomer in good to excellent yields with a broad substrate scope under mild conditions. The reaction features the simultaneous generation of five new chemical bonds and four new rings in one pot, providing a rapid and concise approach toward polycyclic indoline alkaloids and their analogues.
引用
收藏
页码：435 / 440
页数：6
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