Synthesis of novel N-thiazolo-1,3-oxathiol-2-imines from α-haloketones using potassium thiocyanate-silica gel

Article abstract of DOI:10.1055/s-0029-1217079

Novel N-thiazolo-1,3-oxathiol-2-imines are synthesized by reaction of a-haloketones with potassium thiocyanate-silica gel. It is thought that the reaction occurs through conversion of the α-haloketone into the corresponding thiocyanate which then undergoes acid-catalyzed intramolecular cyclization to yield a cationic intermediate. Subsequent reaction of this intermediate with another molecule of the α-thiocyanatoketone and a second cyclization then gives the N-thiazolo-1,3-oxathiol-2-imine. Georg Thieme Verlag Stuttgart - New York.