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

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

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 achi...

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Bibliographic Details
Published in:ChemCatChem Vol. 15; no. 12; pp. e202300381 - n/a
Main Authors: Stagel, Kristof, Pálvölgyi, Ádám Márk, Delmas, Clémence, Schnürch, Michael, Bica‐Schröder, Katharina
Format: Journal Article
Language:English
Published: Germany Wiley Subscription Services, Inc 22-06-2023
John Wiley and Sons Inc
Subjects:
Alkylation
Allyl compounds
Amines
Chemical reactions
chiral catalyst
Continuous flow
ionic liquid
Ionic liquids
Leaching
Liquid phases
Nucleophiles
Palladium
SILP
Tsuji-Trost reaction
ionic liquid
Tsuji-Trost reaction
continuous flow
chiral catalyst
SILP
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Summary: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. We present a novel strategy for the amination of various allylic acetate derivatives in continuous mode. The developed SILP‐based method provides simple and rapid access to allylic amine derivatives, relies on mild conditions and environmentally benign solvents such as 2‐methyltetrahydrofuran and heptane.
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ISSN:1867-3880
1867-3899
DOI:10.1002/cctc.202300381