Controllable Synthesis of Cyclopenta[b]indolines via Photocatalytic Fluoroalkylative Radical Cyclization Cascade of Ynamides

被引：2
|
作者：
Li, Ji [1 ]
Zhou, Yulu [1 ]
Luo, Jinmin [1 ]
Chen, Huiqin [1 ]
Qi, Hangkai [1 ]
Zheng, Hanliang [1 ]
Zhu, Gangguo [1 ]
机构：
[1] Zhejiang Normal Univ, Coll Chem & Mat Sci, Key Lab Minist Educ Adv Catalysis Mat, Jinhua 321004, Peoples R China
来源：
ORGANIC LETTERS | 2024年 / 26卷 / 22期
基金：
中国国家自然科学基金; 中国博士后科学基金;
关键词：
INDOLES; CHEMISTRY; FLUORINE; ALKENES;
D O I：
10.1021/acs.orglett.4c01368
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A de novo method for direct construction of cyclopenta[b]indolines via a photocatalytic fluoroalkylative radical cyclization cascade of ynamides has been established, which proceeds via a sequence of radical addition, 1,5-HAT, 5-endo-trig cyclization, intramolecular arylation, and oxidative deprotonation. This protocol allows for the controllable assembly of a tricyclic architecture with three contiguous stereocenters, showcasing its high efficiency, compatibility, and regio- and diastereoselectivity for accessing pharmacologically significant fluoroalkylated cyclopenta[b]indolines. It represents one of the very few examples of tetrafunctionalization of alkynes.
引用
收藏
页码：4643 / 4647
页数：5
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