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Synthesis 2009(14): 2321-2323  
DOI: 10.1055/s-0029-1216850
SHORTPAPER
© Georg Thieme Verlag Stuttgart ˙ New York

(Arylsulfonyl)acetones and -acetonitriles: New Activated Methylenic Building Blocks for Synthesis of 1,2,3-Triazoles

Nazariy T. Pokhodylo*, Vasyl S. Matiychuk, Mykola D. Obushak
Department of Organic Chemistry, Ivan Franko National University of Lviv, Kyryla i Mefodiya St. 6, Lviv 79005, Ukraine
Fax: +380(322)971668; e-Mail: pokhodylo@gmail.com;
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Publication History

Received 6 March 2009
Publication Date:
29 May 2009 (online)

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Abstract

β-Keto sulfones and β-nitrile sulfones were used as building blocks for 1,2,3-triazole synthesis in the Dimroth cyclization. It was shown, that sulfone reagents undergo base-catalyzed cyclization under mild conditions (at room temperature) to give 1,2,3-triazoles in moderate to excellent yields. This fact has confirmed the high nucleophilicity of sulfonylmethylenic compounds and allows new synthetic applications.

Key words

azides - triazoles - sulfones - Dimroth reaction

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