Recent Syntheses of 1,2,3,4-Tetrahydroquinolines, 2,3-Dihydro-4(1H)-quinolinones and 4(1H)-Quinolinones using Domino Reactions

被引：117

作者：

Nammalwar, Baskar ^{[1
]}

Bunce, Richard A. ^{[1
]}

机构：

[1] Oklahoma State Univ, Dept Chem, Stillwater, OK 74078 USA

来源：

MOLECULES | 2014年 / 19卷 / 01期

关键词：

domino reaction; tandem reaction; cascade reaction; 1,2,3,4-tetrahydroquinoline; 2,3-dihydro-4(1H)-quinolinone; 4(1H)-quinolinone; heterocycle synthesis; drug synthesis; REDUCTIVE AMINATION REACTION; SOLID-PHASE SYNTHESIS; MOLECULE RENIN INHIBITORS; MICHAEL ADDITION-REACTION; FRIEDEL-CRAFTS ACYLATION; MALONIC-ACID ESTER; DIASTEREOSELECTIVE SYNTHESIS; QUINOLONE-ALKALOIDS; EVODIA-RUTAECARPA; DISCORHABDIN-C;

D O I：

10.3390/molecules19010204

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

A review of the recent literature is given focusing on synthetic approaches to 1,2,3,4-tetrahydroquinolines, 2,3-dihydro-4(1H)-quinolinones and 4(1H)-quinolinones using domino reactions. These syntheses involve: (1) reduction or oxidation followed by cyclization; (2) SNAr-terminated sequences; (3) acid-catalyzed ring closures or rearrangements; (4) high temperature cyclizations and (5) metal-promoted processes as well as several less thoroughly studied reactions. Each domino method is presented with a brief discussion of mechanism, scope, yields, simplicity and potential utility.

引用

页码：204 / 232

页数：29

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