“…30b) [153]. Other recently reported nanostructured Cu catalysts for three-component CuAAC reactions included CuNPs [154], heterogeneous porous Cu(0) [155], and CuNPs on silica coated maghemite nanoparticles (CuNPs/mag silica) [156]. Since Lipshutz's seminal study involving nickel oxide NPs in the CuAAC reaction [157], essentially Cu-M bimetallic alloys (M = metal or its oxides NPs, mainly Fe and Ni) have been explored in the AAC reaction.…”
Highlights-The review is focused on the mechanistic aspects and recent trends (since 2012) of the metal-catalyzed azide-alkyne cycloaddition (MAAC) so-called "click" reactions with catalysts based on various metals (Cu, Ru, Ag, Au, Ir, Ni, Zn, Ln), although Cu (I) catalysts are still the most used ones.-These MAAC reactions are by far the most common click reactions relevant to the "green chemistry" concept.-Mechanistic investigations are essential to reaction improvements and subsequent applications, and indeed as shown in this review the proposed mechanisms have been multiple during the last decade based on theoretical computations and experimental search of intermediates.-New trends are also presented here often representing both exciting approaches for various applications and new challenges for further mechanistic investigations.
“…30b) [153]. Other recently reported nanostructured Cu catalysts for three-component CuAAC reactions included CuNPs [154], heterogeneous porous Cu(0) [155], and CuNPs on silica coated maghemite nanoparticles (CuNPs/mag silica) [156]. Since Lipshutz's seminal study involving nickel oxide NPs in the CuAAC reaction [157], essentially Cu-M bimetallic alloys (M = metal or its oxides NPs, mainly Fe and Ni) have been explored in the AAC reaction.…”
Highlights-The review is focused on the mechanistic aspects and recent trends (since 2012) of the metal-catalyzed azide-alkyne cycloaddition (MAAC) so-called "click" reactions with catalysts based on various metals (Cu, Ru, Ag, Au, Ir, Ni, Zn, Ln), although Cu (I) catalysts are still the most used ones.-These MAAC reactions are by far the most common click reactions relevant to the "green chemistry" concept.-Mechanistic investigations are essential to reaction improvements and subsequent applications, and indeed as shown in this review the proposed mechanisms have been multiple during the last decade based on theoretical computations and experimental search of intermediates.-New trends are also presented here often representing both exciting approaches for various applications and new challenges for further mechanistic investigations.
“…With respect to other immobilized Cu catalysts reported to date, including nanostructured ones [35,36,[73][74][75][76][77][78], these novel systems displayed improved performances especially for what it concerns the low metal leaching and extended reuse under optimized conditions. Arguably, these unique properties can be traced back to the use of MVS-derived Cu nanoparticles and the possibility to prepare, by this technique, supported metal catalyst containing particles in the low nanometer range and without contamination by foreign substances.…”
Cu nanoparticles prepared by metal vapor synthesis (MVS) were immobilized on 3-aminopropyl-functionalized silica at room temperature. HRTEM analysis of the catalyst showed that the copper nanoparticles are present with mean diameters limited in the range 1.0-4.5 nm. TPR analysis was performed in order to study the oxidation state of the supported copper nanoparticles. The supported catalyst was used both in batch and in a packed-bed reactor for continuous-flow CuAAC reaction. The activation of the copper catalyst by reduction using phenyl hydrazine in continuous-flow conditions was demonstrated. Along with the high catalytic activity (productivity up to 1689 mol/mol), the catalyst can be used several times with negligible Cu leaching in the product (<9 ppm), less than allowed Cu contaminant in pharmaceuticals. The applicability of packed-bed flow reactor was showed by sequentially converting different substrates in their corresponding products using same column
“…In 1893, Biginelli [78] first reported the synthesis of dihydropyrimidinones (26) with only 20-50% yields. In 2015, Hassanpour et al [79] successfully employed ZnO nanoparticles as an efficient catalyst for the synthesis of dihydropyrimidinones (26) in good yields via a one-pot three component reaction between various aldehydes (5), alkyl acetoacetate (17a/17b) and urea (25) or thiourea (25a) in water at 50 °C. ZnO nanoparicles was found to be much more efficient than the commercial ZnO (Scheme 4).…”
Section: Synthesis Of Dihydropyrimidinonesmentioning
confidence: 99%
“…in nano form, have drawn considerable attention as efficient, environmentally sustainable, heterogeneous catalysts and have found immense applications in various organic transformations that include C-H funtionalizaion [20], synthesis of 2-aminobenzimidazoles, Fig. 1 Some of the marketed drugs containing heterocycles 2-aminobenzothiazoles, benzoxazoles [21], tetrahydrobenzofurans [22], α-aminophosphonate [23], bis-2,3-dihydroquinazolin-4(1H)-ones [24], 1,4-substituted 1,2,3-triazoles [25], xanthenes [26], pyrano [2,3-d]pyrimidines, 4H-chromenes, and dihydropyrano [3,2-c]chromenes [27], substituted pyridines [28], quinoxalin-2-amine [29] and many more [30,31].…”
Last decade has seen tremendous applications of nano-ZnO as a mild, cheap, efficient, commercially available, environmentally benign, non-toxic, reusable, heterogeneous catalyst for the various organic transformations. The present review summarizes the applications of nano-ZnO as an efficient heterogeneous catalyst for the synthesis of diverse biologically relevant heterocycles reported so far.
Graphical abstract
Nano
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