Allylic Aminations with Hindered Secondary Amine Nucleophiles Catalyzed by Heterobimetallic Pd-Ti Complexes

作者:Walker Whitney K; Anderson Diana L; Stokes Ryjul W; Smith Stacey J; Michaelis David J*
来源:Organic Letters, 2015, 17(3): 752-755.
DOI:10.1021/acs.orglett.5b00058

摘要

Phosphinoamide-scaffolded heterobimetallic palladium-titanium complexes are highly effective catalysts for allylic aminations of allylic chlorides with hindered secondary amine nucleophiles. Three titanium-containing ligands are shown to assemble active catalysts in situ and enable catalysis at room temperature. A variety of sterically bulky secondary amines are efficiently allylated in high yields with as little as 1 mol % palladium catalyst. Piperidine and pyrrolidine products are also efficiently generated via intramolecular aminations with hindered amine nucleophiles.

  • 出版日期2015-2-6