Synthesis of (2-Aminophenyl)(naphthalen-2-yl)methanones via Intramolecular Rearrangement of ( E )-3-Styrylquinolin-4(1 H )-ones under Irradiation with 365 nm UV Light

被引：2
|
作者：
Jing, Sisi [1 ]
He, Yun [1 ]
Wang, Tao [1 ]
Zhang, Jin [1 ]
Cheng, Anqi [1 ]
Liang, Yong [1 ]
Zhang, Zunting [1 ]
机构：
[1] Shaanxi Normal Univ, Sch Chem & Chem Engn, Natl Engn Lab Resource Dev Endangered Crude Drugs, Key Lab,Minist Educ Med Resources & Nat Pharmaceu, Xian 710119, Shaanxi, Peoples R China
来源：
SYNLETT | 2018年 / 29卷 / 12期
基金：
中国国家自然科学基金;
关键词：
(2-aminophenyl)(naphthalen-2-yl)methanones; (E)-3-styrylquinolin-4(1-H )-ones; photo rearrangement reaction; photochemical reaction; synthesis; OXIDATIVE DECARBOXYLATIVE AMINATION; CATALYZED DIRECT ADDITION; ORGANIC-PHOTOCHEMISTRY; ANNULATION; QUINOLINES; ACCESS; AGENTS; ACIDS; DIARYLETHENES; DEHYDRATION;
D O I：
10.1055/s-0037-1610176
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A highly efficient and environmentally friendly synthesis of (2-aminophenyl)(naphthalen-2-yl)methanones was developed. The (2-aminophenyl)(naphthalen-2-yl)methanone derivatives were obtained in high yields (up to 96%) by the irradiation of (E)-3-styrylquinolin-4(1H)-ones in EtOH-H2O (7:1) with UV light (365 nm) at room temperature under Ar atmosphere. The demonstrated photoinduced intramolecular rearrangement has advantages over other transition-metal-catalyzed reactions, e.g. no requirement of additives, green solvent, broad substrate scope, and high atom efficiency.
引用
收藏
页码：1578 / 1582
页数：5
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