Visible-Light-Promoted and One-Pot Synthesis of Phenanthridines and Quinolines from Aldehydes and O-Acyl Hydroxylamine

被引：143

作者：

An, Xiao-De ^{[1
]}

Yu, Shouyun ^{[1
]}

机构：

[1] Nanjing Univ, Sch Chem & Chem Engn, State Key Lab Analyt Chem Life Sci, Nanjing 210093, Jiangsu, Peoples R China

来源：

ORGANIC LETTERS | 2015年 / 17卷 / 11期

基金：

中国国家自然科学基金;

关键词：

C BOND FORMATION; PHOTOREDOX CATALYSIS; IMINYL RADICALS; SUBSTITUTED QUINOLINES; KETOXIME CARBOXYLATES; DIARYLIODONIUM SALTS; EFFICIENT SYNTHESIS; DIOXIME OXALATES; OXIME ACETATES; N-HETEROCYCLES;

D O I：

10.1021/acs.orglett.5b01096

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A one-pot synthesis of phenanthridines and quinolines from commercially available or easily prepared aldehydes has been reported. O-(4-Cyanobenzoyl)hydroxylamine was utilized as the nitrogen source to generate O-acyl oximes in situ with aldehydes catalyzed by Bronsted acid. O-Acyl oximes were then subjected to visible light photoredox catalyzed cyclization via iminyl radicals to furnish aza-arenes. A variety of phenanthridines and quinolines have been prepared assisted by Bronsted acid and photocatalyst under visible light at room temperature with satisfactory yields.

引用

页码：2692 / 2695

页数：4

共 75 条

[61] Radical Cation Salt-Promoted Catalytic Aerobic sp3 C-H Oxidation: Construction of Quinoline-Fused Lactones and Lactams [J].