Supported Ionic Liquid Phase (SILP) Allylic Alkylation of Amines in Continuous Flow

ChemCatChem. 2023 Jun 22;15(12):e202300381. doi: 10.1002/cctc.202300381. Epub 2023 May 11.

Abstract

We present the use of Pd-complex-containing supported ionic liquid phases (SILPs) as a novel approach for continuous-flow allylic alkylation of N-nucleophiles. This immobilization strategy gave simple access to air-tolerating catalyst frameworks, providing rapid and convenient access to various achiral and chiral N-allylation products. Under optimized conditions, the flow-reaction could be maintained for 3.5 hours with constant product output; meanwhile, only a marginal 0.7 wt % of ionic liquid leaching and no detectable palladium-complex leaching could be observed.

Keywords: SILP; Tsuji-Trost reaction; chiral catalyst; continuous flow; ionic liquid.