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

S A  Raw; C D  Wilfred; R J K  Taylor

doi:10.1039/b307177b

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

S A Raw, C D Wilfred, R J K Taylor

Chemistry

Research output: Contribution to journal › Article › peer-review

Abstract

alpha-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.

Original language	English
Pages (from-to)	2286-2287
Number of pages	2
Journal	Chemical Communications
Issue number	18
DOIs	https://doi.org/10.1039/b307177b
Publication status	Published - 21 Sept 2003

Keywords

MANGANESE-DIOXIDE
WITTIG REACTIONS
AMINES

Access to Document

10.1039/b307177b

Cite this

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

abstract = "alpha-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.",

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journal = "Chemical Communications",

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AU - Raw, S A

AU - Wilfred, C D

AU - Taylor, R J K

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Y1 - 2003/9/21

N2 - alpha-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.

AB - alpha-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.

KW - MANGANESE-DIOXIDE

KW - WITTIG REACTIONS

KW - AMINES

U2 - 10.1039/b307177b

DO - 10.1039/b307177b

M3 - Article

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SP - 2286

EP - 2287

JO - Chemical Communications

JF - Chemical Communications

IS - 18

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