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

页码：1578 / 1582

页数：5

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