Abstract
The selective reductive cleavage of highly functionalized 5-(tert-butylamino)-2-(phenylthio)thiazolium chlorides and mesoionic 2-(phenylthio)thiazolium-5-thiolates has been effected efficiently at room temperature using an excess of PhSH in the presence of Et3N to give the corresponding 2-unsubstituted imidazolium and thiazolium-5-thiolates. The NaBH4 reduction of 2-(methylthio)imidazolium chlorides and the H2O2 treatment of a thiazoline-2-thione are also reported.
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