Copper Immobilization on Fe3O4@Agar: An Efficient Superparamagnetic Nanocatalyst for Green Ullmann-Type Cross-Coupling Reaction of Primary and Secondary Amines with Aryl Iodide Derivatives

Base-controlled copper-catalyzed multi-component cascade reactions of cyanamides, diaryliodonium triflates and propargylamine for rapid assembly of polysubstituted 2-aminoimidazoles and 2-iminoimidazoles

“…Importantly, excellent 5-exo dig regioselectivity was achieved for the intramolecular hydroamination, which was consistent with previous Ag-, Pd-, and La-catalyzed intramolecular hydroaminations of activated propargylguanidines. 9–11 Although N -arylations of diarylamines by aryliodides 17 and diaryliodonium salts 18 have been demonstrated under Cu-catalyzed and transition metal-free conditions, respectively, the C–N coupling by either diaryliodoniums or in-situ generated ayliodides selectively took place on the N-3 of 2-iminoimidazole rather than the amino of 2-aminoimidazole, probably ascribed to the steric hindrance effect in this case.…”

Construction of porphyrin-based photocatalyst comprising pyridinium ionic liquid moiety for the metal-free visible light-assisted N-arylation of amines: facile approach to afford drug intermediates

“…The pincer copper complex afforded admirable yield using diverse aryl halide and imidazole derivatives under the optimized reaction conditions. In 2021, Kimia and co-workers 27 utilized a magnetic copper impregnated on Fe 3 O 4 @Agar for the production of N -aryl derivatives of primary/secondary amines and aryl halides in water at 110 °C. This protocol tolerated different primary and secondary amines comprised of electron-donating and accepting groups, with excellent product yield, obeying the principle of green chemistry including gram-scale reaction under the optimized conditions.…”