Reactions of Caesium Fluoroxysulphate with Pyridine

Article abstract of DOI:10.1016/S0040-4039(00)94626-4

Pyridine readily reacts with CsSO4F in various solvents at room temperature producing a mixture of up to three products (2-fluoropyridine, 2-pyridyl fluorosulfonate and 2-chloro or 2-alkoxypyridine), their distribution strongly depending on the solvent used.Reaction of 3-chloropyridine with CsSO4F in methanol leads regioselectively to 2-methoxy-3-chloropyridine, while 3-methylpyridine was converted into 2-methoxy-3-methyl and 2-methoxy-5-methylpyridine in a 2:1 relative ratio.