Synthesis and some heterocyclisation reactions of CF2H- and CF2Cl-substituted 1,1-dicyanoethylenes

• Published in: Journal of fluorine chemistry Vol. 114; no. 1; pp. 63 - 74
• Main Authors: Golubev, Alexander S, Pasternak, Pavel V, Shidlovskii, Alexander F, Savelèva, Ljudmila N, Averkiev, Boris B, Nesterov, Vladimir N, Antipin, Michail Yu, Peregudov, Alexander S, Chkanikov, Nikolai D
• Format: Journal Article
• Language: English
• Published: Elsevier B.V 28-03-2002
• Subjects: 1,1-Dicyano-2,2-bis(trifluoromethyl)ethylene; 1,4-Dihydropyrimidines; Pyrano[2,3-c]pyrazoles; Pyrazolo[1,5-a]pyrimidines; Pyrazolo[3,4-b]pyridines; 1,1-Dicyano-2,2-bis(trifluoromethyl)ethylene; Pyrazolo[1,5-a]pyrimidines; Pyrazolo[3,4-b]pyridines; Pyrano[2,3-c]pyrazoles; 1,4-Dihydropyrimidines
• ISSN: 0022-1139; 1873-3328
• DOI: 10.1016/S0022-1139(01)00559-0

Graphic
New CF2X-analogues of 1,1-dicyano-2,2-bis(trifluoromethyl)ethylene (1) (X=H, Cl) were synthesised by the condensation of polyfluoroketones with malononitrile followed by dehydration using thionyl chloride (or phosphorus pentoxide). The heterocyclisation reactions of new CF2X-analogues of 1,1-dicyano-2,2-bis(trifluoromethyl)ethylene with amidines, 5-aminopyrazoles and 3-methyl-2-pyrazolin-5-ones were systematically investigated.