Organic amine-mediated free-radical carbocyclization reactions of 2,2,2-trihalogeno-substituted N-(2-alkynylphenyl)acetamides

被引：1

作者：

Chuang, Tsung-Han ^{[1
]}

Chuang, Che-Ping ^{[1
]}

机构：

[1] Natl Cheng Kung Univ, Dept Chem, Tainan 70101, Taiwan

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2018年 / 16卷 / 39期

关键词：

CARBONYL ALKYL BROMIDES; REVERSE-TRANSCRIPTASE INHIBITORS; QUINOLINE DERIVATIVES; TRIFLUOROACETIC-ACID; HIGHLY EFFICIENT; BOND FORMATION; CYCLIZATION; ALKENES; ALKENYLATION; DIOXYGEN;

D O I：

10.1039/c8ob01870g

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient method for the synthesis of 3-halogeno-substituted 4-benzoylquinolin-2-(1H)-ones from N-(2-alkynylphenyl)-substituted trihaloacetamides has been developed, in which organic amines (TNPA and DIEA) act as the electron donors. In this carbocyclization reaction, a new C-C bond formation occurred regioselectively via a 6-exo-dig radical cyclization. A variety of useful functional groups are compatible with the reaction conditions. In this process, readily removable organic amines were employed and no heavy metal catalysts were required.

引用

页码：7265 / 7273

页数：9

共 72 条

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