Next Article in Journal
Real-Time Detection of a Self-Replicating RNA Enzyme
Next Article in Special Issue
Synthesis and In Vitro Cytotoxic Properties of Polycarbo-Substituted 4-(Arylamino)quinazolines
Previous Article in Journal
A Set of 20 New SSR Markers Developed and Evaluated in Mandevilla Lindl.
Previous Article in Special Issue
Optimized Conditions for Passerini-Smiles Reactions and Applications to Benzoxazinone Syntheses
Article Menu
Issue 10 (October) cover image

Export Article

Open AccessCommunication
Molecules 2016, 21(10), 1304; doi:10.3390/molecules21101304

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

Department of Chemistry, Faculty of Science and Agriculture, University of Limpopo, Private Bag X 1106, Sovenga 0727, South Africa
Author to whom correspondence should be addressed.
Academic Editor: Philippe Belmont
Received: 30 August 2016 / Revised: 15 September 2016 / Accepted: 23 September 2016 / Published: 30 September 2016
(This article belongs to the Collection Heterocyclic Compounds)
View Full-Text   |   Download PDF [1033 KB, uploaded 30 September 2016]   |  


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. View Full-Text
Keywords: 2,3-disubsituted quinoxaline; nucleophilic substitution; oxidative rearomatization 2,3-disubsituted quinoxaline; nucleophilic substitution; oxidative rearomatization

This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

Scifeed alert for new publications

Never miss any articles matching your research from any publisher
  • Get alerts for new papers matching your research
  • Find out the new papers from selected authors
  • Updated daily for 49'000+ journals and 6000+ publishers
  • Define your Scifeed now

SciFeed Share & Cite This Article

MDPI and ACS Style

Ndlovu, N.T.; Nxumalo, W. Nucleophilic Substitution on 2-Monosubstituted Quinoxalines Giving 2,3-Disubstituted Quinoxalines: Investigating the Effect of the 2-Substituent. Molecules 2016, 21, 1304.

Show more citation formats Show less citations formats

Note that from the first issue of 2016, MDPI journals use article numbers instead of page numbers. See further details here.

Related Articles

Article Metrics

Article Access Statistics



[Return to top]
Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert
Back to Top