General and efficient one-pot synthesis of N-substituted 7-bromo-2,3-dihydro-1H-pyrrolo[3,4-b]quinolin-1-ones

被引：10

作者：

Li, Yang ^{[1
]}

Li, Kai ^{[1
]}

Gao, Wentao ^{[1
]}

机构：

[1] Bohai Univ, Inst Superfine Chem, Jinzhou 121000, Peoples R China

来源：

CHEMISTRY OF HETEROCYCLIC COMPOUNDS | 2016年 / 52卷 / 03期

关键词：

amine; isoindolin-1-one; quinoline; intramolecular cyclization; Williamson-type reaction; CONDENSATION CASCADE REACTION; ANTICANCER AGENTS; ACID-DERIVATIVES; QUINOLINE; CYCLIZATION;

D O I：

10.1007/s10593-016-1856-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A simple and general synthesis of a series of quinoline-based isoindolin-l-ones, namely N-substituted 7-bromo-2,3-dihydro-1H-pyrrolo-[3,4-b]quinolin-1-ones through a one-pot reaction of ethyl 6-bromo-2-(chloromethyl)quinoline-3-carboxylate with various amines in refluxing EtOH-AcOH (v/v, 10:1) solvent system was described. A mechanism involving consecutive Williamson-type reaction of the 2-chloromethyl group with amine followed by intramolecular C-N bond cyclization process is proposed.

引用

页码：200 / 205

页数：6

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