Novel Method for the Synthesis of 2,5-Bisheteroaryl-3,6-dichloro-1,4-benzoquinones

Functionalization of 3-Chlorobenzaldehyde

“…[8][9][10][11] Formation of the ring form was stimulated in conditions with rising electrophilicity of aldehyde group and increased nucleophilic character of nitrogen atom. Amides of o-formylated benzoic acids are shown to exist only in the cyclic form by IR and NMR spectroscopy.…”

“…Amides of o-formylated benzoic acids are shown to exist only in the cyclic form by IR and NMR spectroscopy. 8,10,11 The presence of hydrogen bond between two molecules of cyclic tautomers (Scheme 3) was proved by IR spectroscopy. 10 The N-alkyl-2-formylbenzamides 2f,h were refluxed in acidic media in polar protic solvents EtOH (Scheme 4) and MeOH (Scheme 5).…”

“…8,10,11 The presence of hydrogen bond between two molecules of cyclic tautomers (Scheme 3) was proved by IR spectroscopy. 10 The N-alkyl-2-formylbenzamides 2f,h were refluxed in acidic media in polar protic solvents EtOH (Scheme 4) and MeOH (Scheme 5). In this case, nucleophilic substitution occurred to give products 5 and 6 in moderate to high yields.…”