Nucleophilic Substitution on 2-Monosubstituted Quinoxalines Giving 2,3-Disubstituted Quinoxalines: Investigating the Effect of the 2-Substituent

An investigation on the effect of substituent at the 2-position of mono-substituted quinoxalines in the synthesis of di-substituted quinoxaline derivatives via nucleophilic substitution reactions, is reported. Di-substituted quinoxalines bearing aryl-alky, aryl-aryl, aryl-heteroaryl, aryl-alkynyl, a...

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Bibliographic Details
Published in:Molecules (Basel, Switzerland) Switzerland), 2016-09, Vol.21 (10), p.1304-1304
Main Authors: Ndlovu, Ndumiso Thamsanqa, Nxumalo, Winston
Format: Article
Language:English
Subjects:
2,3-disubsituted quinoxaline
Communication
Investigations
nucleophilic substitution
oxidative rearomatization
Oxidative Stress
Quinoxalines - chemical synthesis
Quinoxalines - chemistry
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Summary:An investigation on the effect of substituent at the 2-position of mono-substituted quinoxalines in the synthesis of di-substituted quinoxaline derivatives via nucleophilic substitution reactions, is reported. Di-substituted quinoxalines bearing aryl-alky, aryl-aryl, aryl-heteroaryl, aryl-alkynyl, and amino-alkyl substituents were prepared in moderate to good yields. 2-Monosubstituted quinoxalines bearing a phenyl and butyl substituent reacted readily with alkyl-, aryl-, heteroaryl- and alkynyl- nucluephiles, giving di-substituted quinoxalines. 2-Monosubstituted quinoxalines bearing an amine and alkynyl substituent only reacted with alkyl nucleophiles. Oxidative rearomatization to give 2,3-disubstituted quinoxaline products occurred in atmospheric O₂.
ISSN:1420-3049
1420-3049
DOI:10.3390/molecules21101304