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Molecules 2014, 19(1), 204-232; doi:10.3390/molecules19010204

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

Department of Chemistry, Oklahoma State University, Stillwater, OK 74078-3071, USA
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Author to whom correspondence should be addressed.
Received: 2 December 2013 / Accepted: 20 December 2013 / Published: 24 December 2013
(This article belongs to the Special Issue Domino Reactions)

Abstract

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.
Keywords: domino reaction; tandem reaction; cascade reaction; 1,2,3,4-tetrahydroquinoline; 2,3-dihydro-4(1H)-quinolinone; 4(1H)-quinolinone; heterocycle synthesis; drug synthesis domino reaction; tandem reaction; cascade reaction; 1,2,3,4-tetrahydroquinoline; 2,3-dihydro-4(1H)-quinolinone; 4(1H)-quinolinone; heterocycle synthesis; drug synthesis
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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Nammalwar, B.; Bunce, R.A. Recent Syntheses of 1,2,3,4-Tetrahydroquinolines, 2,3-Dihydro-4(1H)-quinolinones and 4(1H)-Quinolinones using Domino Reactions. Molecules 2014, 19, 204-232.

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