17451-19-3Relevant articles and documents
Ethanol-drop grinding approach: Cadmium oxide nanoparticles catalyzed the synthesis of [1,3]dioxolo[g][1]benzopyran-6-carboxylic acids and pyrido[d]pyrimidine-7-carboxylic acids
Dahi-Azar, Saman,Abdolmohammadi, Shahrzad,Mokhtari, Javad
, p. 139 - 147 (2021/03/15)
Aim and Objective: In the last decades, it has extensively been verified that nanostructured transition metal oxides emerge as inexpensive, available and extremely efficient heterogeneous catalysts in chemical transformations. The high electrical conductivity, high carrier concentration, and improved reactivity in cadmium oxide nanoparticles (CdO NPs) make it as a potential candidate for applications in the fields of nanocatalysis. [1]Benzopyran and pyridopyrimidine derivatives compose major classes of heterocyclic compounds, which have a wide spectrum of biological activities. Materials and Methods: In the present work, we report a facile and highly effective synthesis of 8-aryl-8H-[1,3]dioxolo[4,5-g][1]benzopyran-6-carboxylic acids and 1,3-dimethyl-2,4-dioxo-5-phenyl-1,2,3,4,5,8-hexahydropyrido[2,3-d]pyrimidine-7-carboxylic acids via CdO NPs catalyzed cyclo condensation reaction of 4-substituted phenylmethylidenepyruvic acids with 3,4-methylenedioxyphenol or 6-amino-1,3-dimethyluracil, which was accomplished under ethanol-drop grinding at room temperature. The described catalyst was prepared successfully by a simple precipitation method and characterized by the Fourier transformed infrared absorption (FT-IR) spectroscopy, X-Ray diffraction (XRD) analytical technique, and scanning electron microscopy (SEM). Results: A number of [1,3]dioxolo[g][1]benzopyran-6-carboxylic acids and pyrido[d]pyrimidine-7-carboxylic acids were effectively synthesized in high yields (96-98%) within short reaction times (10-15 min). All synthesized compounds were well-characterized by IR,1H and13C NMR spectroscopy, and also by elemental analyses. Conclusion: In summary, we have developed a very simple and impressive procedure for the synthesis of 8-aryl-8H-[1,3]dioxolo[4,5-g][1]benzopyran-6-carboxylic acids and 1,3-dimethyl-2,4-dioxo-5-phenyl-1,2,3,4,5,8-hexahydropyrido[2,3-d]pyrimidine-7-carboxylic acids as biologically interesting structures in the presence of CdO NPs as an efficient recyclable heterogeneous catalyst. The remarkable advantages for the offered protocol compared with traditional methods are short reaction time, good yields of the products, and the ease of operation with simple work-up procedure.
Direct α-Imination of N-Acyl Pyrazoles with Nitrosoarenes
Volpe, Chiara,Meninno, Sara,Mirra, Giulia,Overgaard, Jacob,Capobianco, Amedeo,Lattanzi, Alessandra
, p. 5305 - 5309 (2019/07/03)
Unprecedented α-imino N-acyl pyrazoles were efficiently and selectively prepared through the 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD)-catalyzed reaction of nitrosoarenes with N-acyl pyrazoles via an N-nitroso aldol reaction/dehydration sequence. The α-imino acyl pyrazoles were demonstrated to be new versatile intermediates for practical one-pot syntheses of α-imino amides, dipeptide precursors, esters, and β-amino alcohols. The synthetic method competes with known protocols in terms of ready availability of the reagents and catalyst, mild and catalytic reaction conditions, gram-scale applicability, and scope of the α-imino acid derivatives achievable.
Asymmetric hydrogenation method of alpha-ketone amide compound
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Paragraph 0197; 0198; 0199; 0200; 0201, (2018/10/04)
The invention belongs to the field of asymmetric catalysis, and discloses an asymmetric hydrogenation method of an alpha-ketone amide compound. The asymmetric hydrogenation method comprises the following steps that under the existence of a catalyst, alkali and a solvent, an alpha-ketone-beta-alkene amide compound is subjected to reduction in the hydrogen atmosphere, and an alpha-hydroxyl-beta alkene amide compound is obtained; and the catalyst is obtained through complexing of metal iridium salt and a chiral ligand, and the chiral ligand is selected from the following compounds: (the formulasare shown in the description). The asymmetric hydrogenation method is easy to operate, high in conversion rate and selectivity and low in cost, has the advantages of being high in atom economy and environmentally friendly, and has a very good industrialized application prospect.