Heck reaction proceeds at ambient temperature (30 degrees C) with considerably enhanced reaction rate (1.5-3 h) through the formation of Pd-biscarbene complexes and stabilized clusters of zero-valent Pd nanoparticles in ionic liquids under ultrasonic irradiation.
Several room-temperature ionic liquids (ILs) based on 1-butylimidazolium salts with varying anions were synthesized and evaluated for the preparation of biologically active substituted quinolines and fused polycyclic quinolines using the Friedlander heteroannulation reaction. On screening, 1-butylimidazolium tetrafluoroborate [Hbim]BF4 was found to be the best ionic liquid for the heteroannulation reaction, and the reasons to this effect are well explained. The reactions proceed very well under relatively mild conditions without any added catalyst. The IL acts as a promoter for this regiospecific synthesis and can be recycled. By this green approach, various quinolines were prepared in excellent yields and purity and well-characterized.
Palladium catalyzed Suzuki cross-coupling reactions of halobenzenes including chlorobenzenes with phenylboronic acid have been achieved at ambient temperature (30 degrees C) in the absence of a phosphine ligand using the ionic liquid 1,3-di-n-butylimidazolium tetrafluoroborate [bbim][BF4] with methanol as co-solvent under ultrasonic irradiation.
Dihydropyrimidin-2-(1H)-ones have been synthesized in excellent yields in short reaction time at ambient temperature in the absence of any added catalyst by the reaction of aromatic or aliphatic aldehydes with ethyl acetoacetate (EAA) and urea (or thiourea) in room temperature ionic liquid (IL) under ultrasound irradiation. The evidence for the role of IL in promoting this multicomponent reaction has been given. Based on this evidence, a plausible mechanistic pathway has been postulated.
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