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13th Int. Electron. Conf. Synth. Org. Chem. 2009, d002:1-3
Communication
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Selenium catalyzed oxidation of alkynes in aqueous media

Claudio Santi * email, Benedetta Battistelli, Blerina Gjoka, Stefano Santoro, Chun-wing Steven Si, Lorenzo Testaferri and Marcello Tiecco
Dipartimento di Chimica e Tecnologia del Farmaco, Università degli Studi di Perugia, Via del Liceo 1, 06134 Perugia, Italy; * Author to whom correspondence should be addressed.
(This article belongs to the section D. Symposium on Selenium and Tellurium Chemistry)
Cite this paper as: Santi, C.; Battistelli, B.; Gjoka, B.; Santoro, S.; Si, C.; Testaferri, L.; Tiecco, M. Selenium catalyzed oxidation of alkynes in aqueous media. In Proceedings of the 13th Int. Electron. Conf. Synth. Org. Chem., 1-30 November 2009; Sciforum Electronic Conferences Series, 2009, d002:1-3.
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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