Ta(V)-Catalyzed Hydroaminoalkylation of Olefins with Dialkylamines

摘要

The Hartwig group recently publishedthe hydroalkylation of alkenes with N-alkylary-lamines (reaction of α-C-H bond: S. B. Herzon, J. F. Hartwig J. Am. Chem. Soc. 2007, 129, 6690),which is catalyzed by [Cl_3Ta(MeNPh)_2]. The keystep of these reactions is the formation of η~2-im-ine complex that undergoes the insertion of analkene into the Ta-C bond. The selectivity is deter-mined by the selective metalation of the methyl inthe presence of a methylene (or even a benzyl)group. However, diethylamine is reactive enoughto give the adduct under the reported conditions.