One-Pot Synthesis of 4-Quinolone via Iron-Catalyzed Oxidative Coupling of Alcohol and Methyl Arene

被引：13

作者：

Lee, Seok Beom ^{[1
]}

Jang, Yoonkyung ^{[1
]}

Ahn, Jiwon ^{[1
]}

Chun, Simin ^{[1
]}

Oh, Dong-Chan ^{[2
]}

Hong, Suckchang ^{[1
]}

机构：

[1] Seoul Natl Univ, Coll Pharm, Res Inst Pharmaceut Sci, Seoul 08826, South Korea

[2] Seoul Natl Univ, Coll Pharm, Nat Prod Res Inst, Seoul 08826, South Korea

来源：

ORGANIC LETTERS | 2020年 / 22卷 / 21期

基金：

新加坡国家研究基金会;

关键词：

ANTITUMOR AGENTS; 2-ARYL-4-QUINOLONES; CYCLIZATION; INHIBITORS; AMIDATION; SCAFFOLD; ARYL;

D O I：

10.1021/acs.orglett.0c03011

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Herein, we describe the iron(III)-catalyzed oxidative coupling of alcohol/methyl arene with 2-amino phenyl ketone to synthesize 4-quinolone. Alcohols and methyl arenes are oxidized to the aldehyde in the presence of an iron catalyst and di-tert-butyl peroxide, followed by a tandem process, condensation with amine/Mannich-type cyclization/oxidation, to complete the 4-quinolone ring. This method tolerates various kinds of functional groups and provides a direct approach to the synthesis of 4-quinolones from less functionalized substrates.

引用

页码：8382 / 8386

页数：5

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