2015
DOI: 10.1016/j.ultsonch.2014.06.017
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Ultrasonics in isocyanide-based multicomponent reactions: A new, efficient and fast method for the synthesis of fully substituted 1,3,4-oxadiazole derivatives under ultrasound irradiation

Abstract: A fast and convenient approach to the synthesis of fully substituted 1,3,4-oxadiazoles via three-component reaction of aromatic carboxylic acids, acenaphthoquinone, and (N-isocyanimino)triphenylphosphorane under ultrasound irradiation is described. Furthermore, a series of compounds were synthesized and characterized by melting point, IR, NMR and MS. Utilization of easy reaction conditions, very high to excellent yields, and short reaction times makes this manipulation potentially very useful.

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Cited by 75 publications
(27 citation statements)
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“…[1][2][3][4] The successful catalytic applications of these heterogeneous immobilized catalysts stem from their extraordinary physical and chemical properties such as high surface area, good biocompatibility, low toxicity and coordinated parts which present a larger number of active sites per unit area in comparison with their corresponding bulk materials. [1][2][3][4] The successful catalytic applications of these heterogeneous immobilized catalysts stem from their extraordinary physical and chemical properties such as high surface area, good biocompatibility, low toxicity and coordinated parts which present a larger number of active sites per unit area in comparison with their corresponding bulk materials.…”
Section: Introductionmentioning
confidence: 99%
See 1 more Smart Citation
“…[1][2][3][4] The successful catalytic applications of these heterogeneous immobilized catalysts stem from their extraordinary physical and chemical properties such as high surface area, good biocompatibility, low toxicity and coordinated parts which present a larger number of active sites per unit area in comparison with their corresponding bulk materials. [1][2][3][4] The successful catalytic applications of these heterogeneous immobilized catalysts stem from their extraordinary physical and chemical properties such as high surface area, good biocompatibility, low toxicity and coordinated parts which present a larger number of active sites per unit area in comparison with their corresponding bulk materials.…”
Section: Introductionmentioning
confidence: 99%
“…They also exhibit a broad range of biological activities. [2,3,[25][26][27][28] Six-membered heterocyclic compounds containing oxygen such as 2H-and 4H-pyrans constitute an important class of biologically active natural and synthetic products. [18] These complexes have found wide applications as excellent homogeneous and heterogeneous catalysts in various organic reactions such as polymerization reactions, [19] oxidation of organic compounds, [20] hydrosilylation of ketones, [21] Diels-Alder reactions, [22] etc.…”
Section: Introductionmentioning
confidence: 99%
“…The application of low frequency ultrasound in chemosynthesis is presently of increasing interest and treated as an eco-friendly, effi cient, and energy-saving method to accelerate the reaction between substrate molecules [1][2][3][4]. The current mainstream view for the explanation of plentiful sonochemistry phenomena is the Hot-Spot theory, proposed by Nepprias and Noltingk, which depicts that the propagation of ultrasonic energy suffi cient to surmount the cavitation threshold of medium will produce numerous tiny cavitational zones in liquid, namely cavitation bubbles.…”
Section: Introductionmentioning
confidence: 99%
“…One advantage of this protocol is the possibility of synthesizing 1,2,4-oxadiazoles (63) just by using amidoximes (62) instead of hydrazides, keeping the same experimental procedure (Scheme 13). 52 Rouhani et al 53 utilized ultrasound irradiation to react aromatic carboxylic acids (64) and acenaphthoquinone (65), obtaining 1,3,4-oxadiazoles (67). The reaction was carried out in the presence of (N-isocyanimino)triphenylphosphorane (66) and acetonitrile as solvent.…”
Section: Synthesis Of 134-oxadiazolesmentioning
confidence: 99%