The regioselective catalyst-free synthesis of bis-quinoxalines and bis-pyrido[2,3-b]pyrazines by double condensation of 1,4-phenylene-bis-glyoxal with 1,2-diamines-Reference-Cited by-同舟云学术

The regioselective catalyst-free synthesis of bis-quinoxalines and bis-pyrido[2,3-b]pyrazines by double condensation of 1,4-phenylene-bis-glyoxal with 1,2-diamines

Published:2018-08-28 Issue:4 Volume:24 Page:193-196
ISSN:2191-0197
Container-title:Heterocyclic Communications
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Author:

Ahmadi Sabegh Mehdi¹,Khalafy Jabbar²

Affiliation:

1. Department of Organic Chemistry, Faculty of Chemistry, Urmia University, Urmia 57154, Iran, e-mail: mahmadis88@yahoo.com

2. Department of Organic Chemistry, Faculty of Chemistry, Urmia University, Urmia 57154, Iran

Abstract

AbstractThe oxidation of 1,4-diacetylbenzene using several oxidizing agents gave 1,4-phenylene-bis-glyoxal in 61–85% yields. A convenient and efficient synthesis of bis-quinoxaline and bis-pyrido[2,3-b]pyrazine derivatives involves the double condensation of 1,2-diamines with 1,4-phenylene-bis-glyoxal in ethanol under reflux conditions. The structures of the new products were defined by proton nuclear magnetic resonance (1H NMR), carbon-13 nuclear magnetic resonance (13C NMR), Fourier-transform infrared spectroscopy (FT-IR) and mass spectrometry (MS).

Publisher

Walter de Gruyter GmbH

Subject

Organic Chemistry

Link

https://www.degruyter.com/document/doi/10.1515/hc-2018-0039/pdf

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