Alpha-sulfanyl and alpha-selanyl propadienyl cations: regioselective generations and cycloadditions with thioamides and selemides controlled by MeNO2-H2O system.

Mitsuhiro Yoshimatsu Teruhisa Yamamoto Arisa Sawa Tomohiro Kato Genzoh Tanabe Osamu Muraoka

Org Lett

Department of Chemistry, Faculty of Education, Gifu University, 1-1 Yanagido, Gifu 501-1193, Japan.

Published: July 2009

Alpha-sulfanyl and alpha-selanyl propadienyl cations were easily generated by the catalytic system, scandium triflate-nitromethane-H(2)O in the presence of Bu(4)NHSO(4), to regioselectively afford the multifunctionalized thiazoles and selenazoles in high yields.

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http://dx.doi.org/10.1021/ol9011844	DOI Listing

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