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Anil-Synthese. 22 Mitteilung. Ueber die Herstellung von Styryl und Distyryl-Derivaten des Pyridins
Siegrist, Adolf Emil,Meyer, Hans Rudolf,Gassmann, Peter,Moss, Serge
, p. 1311 - 1334 (1980)
2,4-, 2,5- and 2,6-Dimethylpyridines react with anils of aromatic aldehydes in the presence of dimethylformamide and potassium hydroxide to yield the corresponding distyrylpyridines ('anil synthesis').Under the same reaction conditions (4-methylstyryl)pyridines are converted to (stilbenylvinyl)pyridines.Similarly, the Schiff's base derived from pyridine-3-carbaldehyde and chloranile on treatment with methyl- and p-tolyl-substituted aromatic hetericycles gives the corresponding (heteroaryl-styryl)pyridines, whereas with the Schiff's bases derived from pyridine-2= and -4-carbaldehyde side reactions, such as dimerization followed by disproportionation predominate.
