Beilstein J. Org. Chem.2023,19, 212–216, doi:10.3762/bjoc.19.20
liquids (TAAILs) has been developed. Through optimization of the metal salt, reaction conditions and ionic liquids, we were able to design a robust catalyst system that tolerates different electron-rich substrates under ambient atmosphere and allows for a multigram scale.
Keywords: Friedel–Crafts
acylation; homogeneous catalysis; ionic liquids; iron catalysis; TAAILs; Introduction
The Friedel–Crafts acylation is one of the oldest metal-catalyzed reactions in organic chemistry [1] and allows for the synthesis of a broad range of diverse compounds [2][3][4][5]. Starting from electron-rich aromatic
cost-efficient metal salts in a water and air stable ionic liquid is still hard to find [50][51].
In this contribution, we present the use of imidazolium-based tunable aryl alkyl ionic liquids (TAAILs) in a catalytic Friedel–Crafts acylation. This relatively new class of ionic liquids [52] previously
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Graphical Abstract
Scheme 1:
Synthesis of TAAILs. i) 1 equiv glyoxal, 2.1 equiv formaldehyde, 2 equiv NH4Cl, MeOH, 65 °C, ii) 1....