| Abstract
| - The anodic fluorination of 2-thiazolyl methyl sulfide, 2-thiazolyl propargyl sulfide, and 2-thiazolylacetonyl sulfide was successfully carried out to provide the corresponding 5-fluorothiazole and 2,5,5-trifluorothiazoline derivatives. The latter products were readily hydrolyzed to give isolable 5,5-difluoro-2-hydroxythiazoline derivatives. On the other hand, anodic fluorination of 2-thiazolylcyanomethyl sulfide afforded 5-fluorothiazole and α-fluorinated thiazole derivatives. Thus, theproduct selectivity was found to be greatly changed by the electron-withdrawing ability ofsubstituents at the side chain of the thiazole ring. This is the first report of a successful anodicfluorination of a thiazole ring.
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