61973-89-5Relevant academic research and scientific papers
C(sp3)-H functionalization of methyl azaarenes: a calcium-catalyzed facile synthesis of (E)-2-styryl azaarenes and 2-aryl-1,3-bisazaarenes
Yaragorla, Srinivasarao,Singh, Garima,Dada, Ravikrishna
supporting information, p. 5924 - 5929 (2015/11/02)
Alkaline earth (Ca2+) catalyzed sp3 C-H functionalization of methyl azaarenes for the synthesis of biologically important (E)-2-styryl azaarenes, 2-aryl-1,3-bisazaarenes and 3,3-bisazaarenyl indolinones has been described. Initially methyl azaarenes react with aryl aldehydes to give β-hydroxy derivatives, which undergo Ca(II) catalyzed thermodynamic elimination to give the styryl azaarenes in a single step. Similarly it may undergo SN1 reaction to give 2-aryl-1,3-bisazaarenes and 3,3-bisazaarenyl indolinones (if isatin used as the electrophile). This green synthetic methodology enjoys the simple reaction procedures, solvent free conditions, step economy, substrate diversity and high yields of the products in short time.
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 (2007/10/02)
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.
