High-Pressure Metal-Free Catalyzed One-Pot Two-Component Synthetic Approach for New 5-Arylazopyrazolo[3,4-b]Pyridine Derivatives

Autor: Mourad, AbdElAziz A. Nayl, Hamada Mohamed Ibrahim, Kamal M. Dawood, Wael A. A. Arafa, Ahmed I. Abd-Elhamid, Ismail M. Ahmed, Mohamed A. Abdelgawad, Hazim M. Ali, Ibrahim Hotan Alsohaimi, Ashraf A. Aly, Stefan Bräse, Asmaa Kamal
Jazyk: angličtina
Rok vydání: 2022
Předmět:
Zdroj: Molecules; Volume 27; Issue 19; Pages: 6369
ISSN: 1420-3049
DOI: 10.3390/molecules27196369
Popis: An appropriate and efficient Q-tube-assisted ammonium acetate-mediated protocol for the assembly of the hitherto unreported 5-arylazopyrazolo[3,4-b]pyridines was demonstrated. This methodology comprises the cyclocondensation reaction of 5-amino-2-phenyl-4H-pyrazol-3-one with an assortment of arylhydrazonals in an NH4OAc/AcOH buffer solution operating a Q-tube reactor. This versatile protocol exhibited several outstanding merits: easy work-up, mild conditions, scalability, broad substrate scope, safety (the Q-tube kit is simply for pressing and sealing), and a high atom economy. Consequently, performing such reactions under elevated pressures and utilizing the Q-tube reactor seemed preferable for achieving the required products in comparison to the conventional conditions. Diverse spectroscopic methods and X-ray single-crystal techniques were applied to confirm the proposed structure of the targeted compounds.
Databáze: OpenAIRE
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