One-pot synthesis of functionalized pyrazolo[3,4-c]pyrazoles by reaction of 2-cyano-N-methyl-acrylamide, aryl aldehyde, and hydrazine hydrate

Abstract

A simple and efficient procedure for the synthesis of novel 4-aryl pyrazolo[3,4-c]pyrazol-3(2H)-ones via a onepot, three-component reaction between 2-cyano-N-methylacetamide, aryl aldehydes, and hydrazine hydrate in the presence of Et3N in DMF is reported. Products are obtained in good yields and their structures are supported by their spectroscopic data and combustion analysis.

Vitex Negundo–Fe3O4–CuO green nanocatalyst (VN–Fe3O4–CuO): synthesis of pyrazolo[3,4-c]pyrazole derivatives via the cyclization of isoniazid with pyrazole and their antimicrobial activity, cytotoxicity, and molecular docking studies

“…1). 6 Monocyclic pyrazoles can serve as synthetic scaffolds for fused heterocyclic systems, including pyrazolo-fused pyrimidines, quinolones, pyridines, thiazoles, isoquinolines, imidazoles, diazepines, and triazines. 7 They have potent biological activities, including immunostimulatory, anticancer, antioxidant, antibacterial, and antiviral effects.…”

Access and modulation of substituted 1-methyl-1,6-dihydropyrazolo[3,4-c]pyrazoles

“…8 The synthesis of this bicyclic scaffold are scarcely found in the literature and are almost exclusively based on an existing pyrazole motif. [9][10][11] The desired bicyclic framework is aerward obtained either according to a mononuclear heterocyclic rearrangement 1,8 (known as Boulton-Katritzky rearrangement -Route A), an annulation strategy (Route B) [12][13][14][15][16][17] or other miscellaneous methods (using isothiocyanates, 18 nitrilimines, 9 arylsemicarbazides 19 or 2-cyano-N-methyl-acrylamide 20 ).…”

Two Compounds of 1-((4-Bromothiophen-2-Yl)Methylene)-2-(Perfluorophenyl)Hydrazine, and 1-((4-Bromo-5-Methylthiophen-2-Yl)Methylene)-2-(Perfluorophenyl)Hydrazine and They Crystal, Molecular and Electronic Properties

“…We designed and synthesized hydrazone derivatives not only for antimicrobial studies. Hydrazones are of general wide interest not only in medicinal chemistry [1][2][3][4][5][6] but also in material chemistry, [7][8][9][10][11][12][13][14][15][16] the compounds exhibit nematicidal and insecticidal activity. 17 N-pentafluorophenyl substituted hydrazones can also be used as analytical reagents.…”