Photochemical Reduction of Quinolines with γ-Terpinene

被引：4
|
作者：
Adak, Souvik [1 ]
Braley, Sarah E. [1 ]
Brown, M. Kevin [1 ]
机构：
[1] Indiana Univ, Dept Chem, Bloomington, IN 47405 USA
来源：
ORGANIC LETTERS | 2024年 / 26卷 / 01期
关键词：
ELECTRON-TRANSFER; BIRCH REDUCTION; DEAROMATIZATION; CATALYSIS;
D O I：
10.1021/acs.orglett.3c04096
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The saturation of aromatic scaffolds is valuable for the synthesis of complex rings. Herein, we demonstrate a process for photochemical dearomative reduction of quinolines. The process involves capture of a quinoline excited state with gamma-terpinene. Importantly, the reaction is chemoselective as other easily reduced functionalities such as halogens or alkenes do not undergo reduction. The mechanism of the reaction has also been investigated. Finally, the generality of the approach towards other substrates is demonstrated.
引用
收藏
页码：401 / 405
页数：5
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