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

页码：435 / 440

页数：6

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