Reaction of furans with trithiazyl trichloride: new synthesis of isothiazoles

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Xiao-Lan Duan, Charles W. Rees and Tai-Yuen Yue


Abstract

Trithiazyl trichloride 1 converts 2,5-disubstituted furans into isothiazoles (e.g. 3, 6, 7) regiospecifically and in good yield, providing a new, one-step synthesis of isothiazoles, for which a novel mechanism involving formation and ring-opening of a β-thiazylfuran 4 is proposed.


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