Selenium catalyzed oxidation of alkynes in aqueous media

Marcello Tiecco; Lorenzo Testaferri; Chun-wing Steven Si; Stefano Santoro; Blerina Gjoka; Benedetta Battistelli; Claudio Santi

doi:10.3390/ecsoc-13-00227

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Selenium catalyzed oxidation of alkynes in aqueous media

Marcello Tiecco

Lorenzo Testaferri

Chun-wing Steven Si

Stefano Santoro

Blerina Gjoka

Benedetta Battistelli

Claudio Santi

¹ Dipartimento di Chimica e Tecnologia del Farmaco, Università degli Studi di Perugia, Via del Liceo 1, 06134 Perugia, Italy

Published: 01 November 2009 by MDPI in The 13th International Electronic Conference on Synthetic Organic Chemistry session Symposium on Selenium and Tellurium Chemistry

https://doi.org/10.3390/ecsoc-13-00227

Abstract: 3 equivalents of ammonium persulfate in a 3:1 mixture of MeCN and water slowly convert alkynes into the corresponding 1,2-dicarbonyl compounds. The oxidation rate is enhanced by the presence of diphenyl diselenide that form in situ the electrophilic PhSeOSO3H able to promote a "one pot" hydroxyselenenyilation-deselenenylation reaction.

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