PROCESS FOR THE MANUFACTURE OF 1-SUBSTITUTED-4-FLUORO-1,4-DIAZONIABICYCLO[2.2.2]OCTANE SALTS

摘要

A process for producing 1-substituted-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane salts having formula (I) wherein the Z substituent is OH, OR, OC(O)R, SO3, SO2R, NO2, NO, or PO(OR)2, wherein R is an aryl or C1-C8 alkyl group; n is 0, 1 or 2; each of R1, R2, R3, R4 and R5 independently represent hydrogen, C1 to C8 alkyl, or aryl. 1-substituted-1,4-diazoniabicyclo[2.2.2]octane or 1,4-diazoniabicyclo[2.2.2]octane mono-N-oxide is reacted to attach the Z group and then the result is reacted with molecular fluorine in the presence of a solvent that substantially does not react with fluorine and a fluoride scavenger that results in an X counter ion. These compounds are useful as fluorinating agents for the introduction of fluorine into organic compounds.