Electroreductive Intermolecular Coupling of 4-Quinolones with Benzophenones: Synthesis of 2-Substituted 4-Quinolones

被引：6

作者：

Kise, Naoki ^{[1
,2
]}

Yoshimura, Yoshie ^{[1
]}

Manto, Tatsuhiro ^{[1
]}

Sakurai, Toshihiko ^{[1
,2
]}

机构：

[1] Tottori Univ, Grad Sch Engn, Dept Chem & Biotechnol, Minami Ku, 4-101 Koyama Cho, Tottori 6808552, Japan

[2] Tottori Univ, Grad Sch Engn, Ctr Res Green Sustainable Chem, Minami Ku, 4-101 Koyama Cho, Tottori 6808552, Japan

来源：

ACS OMEGA | 2019年 / 4卷 / 22期

关键词：

AROMATIC KETONES SYNTHESIS; ALDEHYDES APPLICATION; DERIVATIVES; 1,3-DIMETHYLURACILS; PHTHALIMIDES; INHIBITION; DISCOVERY; ANILINES; RH(III); AMINES;

D O I：

10.1021/acsomega.9b03342

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The electroreductive coupling of 1-alkoxycarbonyl-4-quinolones with benzophenones in the presence of trimethylsilyl chloride gave adducts reacted at the 2-position of 4-quinolones as trimethylsilyl ethers. The adducts were transformed to 2-(diary-hydroxymethyl)-4-quinolones. The electroreduction of 1,3-diethoxycarbony1-4-quinolones and polyhalogenated 3-alkoxycarbonyl-1-alkyl-4-quinolones with benzophenones also gave adducts reacted at the 2-position of 4-quinolones. On the contrary, the electroreductive coupling of 1,3-diethooxycarbonyl-8-methoxy-4-quinolones occurred at the 4-position of 4-quinolones to give 4-substituted quinolines.

引用

页码：20080 / 20093

页数：14

共 38 条

[1] Synthesis of 4-Quinolones via a Carbonylative Sonogashira Cross-Coupling Using Molybdenum Hexacarbonyl as a CO Source [J].