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Report | Regular issue | Vol 20, No. 5, 1983, pp.803-812
Published online, 1st January, 1970
DOI: 10.3987/R-1983-05-0803
Furans and Pyrans from γ- and δ-Ketonitriles

José L. Soto, Carlos Seoane, Nazario Matrín, and Luis A. Blanco

*Departamento de Química Orgánica, Facultad de Química, Universidad Complutense de Madridas, Ciudad Universitaria, E-28040 Madrid, Spain


The spontaneous cyclization of δ-ketonitriles resulting from the reaction of malononitrile with either 1,2,3-triaryl-3-chloropropanones (II) or 1,2,3-triarylpropenones (III) in a basic medium leads to 2-amino-4,5,6-triaryl-3-cyano-4H-pyrans (V). On the other hand II and III react with potassium cyanide and an aromatic aldehyde in a hydroalcoholic medium to give γ-ketonitriles which cyclize to 2-arylideneimino-3,4,5-triarylfufans (VIII).