Facile and efficient synthesis of quinolin-2(1H)-ones via cyclization of penta-2,4-dienamides mediated by H2SO4

A facile and efficient synthesis of substituted quinolin-2(1H)-ones is developed via intramolecular cyclization of penta-2,4-dienamides mediated by concentrated H(2)SO(4) (98%), and a mechanism involving the formation of a dicationic superelectrophile, and subsequent intramolecular nucleophilic cycl...

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Veröffentlicht in:Organic & biomolecular chemistry 2012-08, Vol.10 (29), p.5643-5646
Hauptverfasser: Liu, Xu, Xin, Xin, Xiang, Dexuan, Zhang, Rui, Kumar, Santosh, Zhou, Fenguo, Dong, Dewen
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container_end_page 5646
container_issue 29
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container_title Organic & biomolecular chemistry
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creator Liu, Xu
Xin, Xin
Xiang, Dexuan
Zhang, Rui
Kumar, Santosh
Zhou, Fenguo
Dong, Dewen
description A facile and efficient synthesis of substituted quinolin-2(1H)-ones is developed via intramolecular cyclization of penta-2,4-dienamides mediated by concentrated H(2)SO(4) (98%), and a mechanism involving the formation of a dicationic superelectrophile, and subsequent intramolecular nucleophilic cyclization reactions is proposed.
doi_str_mv 10.1039/c2ob25767j
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source MEDLINE; Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection
subjects Alkadienes - chemistry
Amides - chemistry
Cyclization
Quinolones - chemical synthesis
Quinolones - chemistry
Stereoisomerism
Sulfuric Acids - chemistry
title Facile and efficient synthesis of quinolin-2(1H)-ones via cyclization of penta-2,4-dienamides mediated by H2SO4
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