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An unusua
l thionation strategy of mesoionic compounds with ary
l isothiocyanates enab
les a faci
le synthesis of 1,3-thiazo
lium-4-thio
late systems.The mechanistic pathway of such a transformation most
like
ly invo
lves a stepwise 1,3-dipo
lar cyc
loaddition, which is supported by theoretica
lca
lcu
lations performed with a two-
layer hybrid method (B3LYP/6-31G(d):PM3).