Issue 18, 2003
From the journal:

Chemical Communications

Preparation of quinoxalines, dihydropyrazines, pyrazines and piperazines using tandem oxidation processes

Steven A. Raw,a   Cecilia D. Wilfreda  and  Richard J. K. Taylor*a  

* Corresponding authors

a Department of Chemistry, University of York, Heslington, York, UK
E-mail: rjkt1@york.ac.uk
Fax: +44(0)1904 434523
Tel: +44(0)1904 432606

Abstract

α-Hydroxyketones undergo MnO2-mediated oxidation followed by in situ trapping with aromatic or aliphatic 1,2-diamines to give quinoxalines or dihydropyrazines, respectively, in a one pot procedure which avoids the need to isolate the highly reactive 1,2-dicarbonyl intermediates. Modifications of the procedure allow the formation of pyrazines and piperazines.

Graphical abstract: Preparation of quinoxalines, dihydropyrazines, pyrazines and piperazines using tandem oxidation processes

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Article information

DOI
https://doi.org/10.1039/B307177B
Article type
Communication
Submitted
23 Jun 2003
Accepted
30 Jul 2003
First published
08 Aug 2003

Chem. Commun., 2003, 2286-2287

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Preparation of quinoxalines, dihydropyrazines, pyrazines and piperazines using tandem oxidation processes

S. A. Raw, C. D. Wilfred and R. J. K. Taylor, Chem. Commun., 2003, 2286 DOI: 10.1039/B307177B

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