Abstract

1,3,5-trisubstituted-2-methylpyrazolium iodides react with dimethylphenylsilyl- and tert-butyldiphenylsilyllithium leading, in general, to one of the corresponding 5-silyl-3-pyrazolines. The silyl group is easily substituted by electrophiles to give 5-functionalized 3-pyrazolines.Moreover, 5-silyl-3-pyrazolines undergo thermic ring opening with silicon-rearrangement affording α-silylated β-diimines.

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