Pd-Catalyzed Allylic Substitution Using Nucleophilic Amines: Access to Functionalized Mono- and Bis-N-Allyl Synthons

Identifier:  imarina:9393170

Handle: https://hdl.handle.net/20.500.11797/imarina9393170

Authors:  Gao, FY; Ghorai, D; Benet-Buchholz, J; Kleij, AW

Abstract:
We here report a catalytic strategy to enable the decarboxylative allylic amination of vinyl cyclic carbonates using various aliphatic and nucleophilic amines. The use of a protic medium and chelating diphosphine ligands are the main drivers towards chemoselective allylic amine formation, thereby minimizing undesired ligand-driven complex speciation and aminolysis of the involved substrate. This improved approach amplifies the repertoire of allylic amine synthons that can be prepared from a variety of substrate combinations.