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Facile Preparation of Thiazoles from 1H-1-(1′-Alkynyl)-5-methyl-1,2,3-benziodoxathiole 3,3-Dioxide with Thioamides

Yoshihide Ishiwata, Hideo Togo*

*Graduate School of Science, Chiba University, Yayoi-cho 1-33, Inage-ku, Chiba 263-8522, Japan, Email: togofaculty.chiba-u.jp

Y. Ishiwata, H. Togo, Synlett, 2008, 2637-2641.

DOI: 10.1055/s-0028-1083439 (free Supporting Information)


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Abstract

Thiazoles were obtained in good yields by the reaction of 1H-1-(1′-alkynyl)-5-methyl-1,2,3-benziodoxathiole 3,3-dioxides with thioamides. The co-product, potassium 2-iodo-5-methylbenzenesulfonate, was recovered quantitatively by simple filtration of the reaction mixture, and was regenerated to 1H-1-(1′-alkynyl)-5-methyl-1,2,3-benziodoxathiole 3,3-dioxides to be reused.

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Key Words

thiazoles, 1H-1-(1′-alkynyl)-5-methyl-1,2,3-benziodoxathiole 3,3-dioxides, alkynes, thioamides


ID: J60-Y2008-3020