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

被引：9
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
收藏
页码：200 / 205
页数：6
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