Facile one pot synthesis of 8-chloro- 1,2,4 triazolo 4,3-a pyrazines via oxidative cyclisation using chloramine T | Health & Environmental Research Online (HERO)

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HERO ID

7580257

Reference Type

Journal Article

Title

Facile one pot synthesis of 8-chloro- 1,2,4 triazolo 4,3-a pyrazines via oxidative cyclisation using chloramine T

Author(s)

Mal, S; Prathap, KJ; Smith, SC; Umarye, JD

Year

2015

Is Peer Reviewed?

Journal

Tetrahedron Letters
ISSN: 0040-4039
EISSN: 1873-3581

Volume

Issue

Page Numbers

2896-2901

DOI

10.1016/j.tetlet.2015.04.076

Web of Science Id

WOS:000355348600012

URL

http://://WOS:000355348600012
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Abstract

A facile and expedient one pot synthesis of 8-chloro-[1,2,4]triazolo[4,3-a]pyrazine derivatives from 2-chloro-3-hydrazinylpyrazine and aldehydes is described using chloramine T trihydrate as a safe and convenient electrocyclisation (oxidising) agent. The presence of the chloro group on pyrazine enabled us to access versatile new synthetic scaffolds by easy diversification using palladium catalysed Suzuki-Miyaura and Sonogashira cross coupling reactions. The products are obtained in high yields in short reaction time under mild conditions without the need for chromatographic purification. (C) 2015 Elsevier Ltd. All rights reserved.