Consecutive β,β’‐Selective C(sp3)–H Silylation of Tertiary Amines with Dihydrosilanes Catalyzed by B(C6F5)3
2021
Tris(pentafluorophenyl)borane has been found to catalyze the two-fold C(sp3 )-H silylation of various trialkylamine derivatives with dihydrosilanes, furnishing the corresponding 4-silapiperidines in decent yields. The multi-step reaction cascade involves amine-to-enamine dehydrogenation at two alkyl residues and two electrophilic silylation reactions of those enamines, one inter- and one intramolecular.
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