An eco-compatible access to diversified bisoxazolone and bisimidazole derivatives

Abstract

An efficient, straight-forward and eco-friendly synthetic strategy for the assembly of novel bisoxazolones via a four-component, sequential reaction of dialdehydes, glycine, benzoyl chloride and acetic anhydride, using ultrasound radiation, is described. Additionally, a diverse group of new bisimidazoles has been synthesized in good yields by the sonication of diamines and (Z)-4-arylidene-2-phenyloxazol-5(4H)-ones. These approaches have resulted in a number of successful routes for the facile synthesis of bis-oxazolone and bis-imidazole frameworks within minutes of irradiation. Excellent outcomes using these environmentally-friendly parameters make these synthetic schemes ideal, sustainable, green-chemistry procedures and provide simple access towards the preparation of bisheterocycles.

Characterization of bis‐Schiff bases synthesized using ZnFe2O4 nanoparticles as catalyst, and examination of their antibacterial and in vitro cytotoxic properties

“…Irrespective of the substitution nature (electron-donating and electron-withdrawing) of the aromatic aldehydes and diamines, these products were achieved in acceptable yields (entries 1−6), even though the presence of SO 2 on diamines and Br on hydroxyl-aldehydes seemingly enhanced the reaction duration. Although there is no report for the synthesized bis-Schiff base in this work for comparing our results with those obtained in the literature, comparison of our results with those reported in the synthesis of similar bis-Schiff bases [26][27][28][29] shows that ZnFe 2 O 4 NPs have been able to do this in water solvent rather than organic solvents with high yield in short reaction time.…”

Water as a solvent for Ru‐catalyzed click reaction: Highly efficient recyclable catalytic system for triazolocoumarins synthesis

“…Additionally, N ‐oxide bipyridyl azide ( 17 ) and 5‐ethynyl‐2‐hydroxybenzaldehyde ( 14 ) were also effective in this Ru‐complex‐catalyzed click reaction, affording the desired triazole derivative 18 as a regioisomer in excellent yield (Scheme ). Also, with these reactants ( 14 , 15 ), we did not observe the isolation of the 1,5‐regioisomers.…”

“…Secondly, with these two substrates (11a, b) in hand, we employing the click reaction with dialkyl acetylenedicarboxylate derivatives (12a, b) utilizing Rucomplex 4b as a catalyst in water at room temperature to afford the unreported triazole derivatives 13a-d in excellent yields (Scheme 3). Furthermore, unprecedented 6-ethynyl-2H-chromen-2-ones (15a, b) were also Additionally, N-oxide bipyridyl azide (17) and 5-ethynyl-2-hydroxybenzaldehyde (14) were also effective in this Ru-complex-catalyzed click reaction, affording the desired triazole derivative 18 [50] as a regioisomer in excellent yield (Scheme 5). Also, with these reactants (14,15), we did not observe the isolation of the 1,5-regioisomers.…”

Rapid, Greener and Ultrasound Irradiated One‐Pot Synthesis of 4‐(Substituted‐1H‐Pyrazol‐4‐yl)Methylene)‐3‐Isopropylisoxazol‐5(4H)‐ones and Their In Vitro Anticancer Activity

“…[41,42] All the reaction and conditions are proceeded via under mild conditions, with short reaction time and no further side product were observed. [43] The reactions were carried out under both conventional heating as well as ultrasonic irradiation conditions. Herein, we have reported a new, rapid, greener and efficient method for the synthesis of 4-(substituted-1H-pyrazol-4-yl) methylene)-3-isopropylisoxazol-5(4H)-ones via ultrasound irradiation.…”