Enaminonitriles in heterocyclic synthesis: a route to 1,3-diaryl-4-aminopyrazole derivatives

Benzylcyanide and 4-nitrobenzylcyanide condensed with triethyl orthoformate and piperidine or morpholine to yield 2-aryl-2-piperidinyl or 2-morpholinylacrylonitriles. These coupled with aromatic diazonium salts to yield the 2-arylhydrazno-2-arylethane nitriles in good yields. The latter were convert...

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Veröffentlicht in:	Molecules (Basel, Switzerland) Switzerland), 2013-01, Vol.18 (1), p.535-544
Hauptverfasser:	Medrasi, Hanadi Y, Al-Sheikh, Mariam Abdullah, Salaheldin, Abdellatif Mohamed
Format:	Artikel
Sprache:	eng
Schlagworte:	4-aminopyrazole Acrylonitrile - analogs & derivatives Acrylonitrile - chemical synthesis Alkylation Cyclization Diazonium Compounds - chemistry Dimethylformamide - chemistry enaminonitriles Formates - chemistry Heterocyclic Compounds, 2-Ring - chemistry Microwave heating microwave irradiation Microwaves Nitriles - chemistry Piperidines - chemistry Pyrazoles - chemical synthesis Solvents - chemistry Thorpe-Ziegler cyclization
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Beschreibung
Zusammenfassung:	Benzylcyanide and 4-nitrobenzylcyanide condensed with triethyl orthoformate and piperidine or morpholine to yield 2-aryl-2-piperidinyl or 2-morpholinylacrylonitriles. These coupled with aromatic diazonium salts to yield the 2-arylhydrazno-2-arylethane nitriles in good yields. The latter were converted into 4-aminopyrazoles in good yields using the Thorpe-Ziegler cyclization.
ISSN:	1420-3049 1420-3049
DOI:	10.3390/molecules18010535