Synthesis of 2,3-diaryl-3H-pyrrolo[2,3-c]pyridin-3-ol derivatives by the reaction of aryl(3-isocyanopyridin-4-yl)methanones with aryl Grignard reagents

Article abstract of DOI:10.1002/hlca.201100079

The reaction of aryl(3-isocyanopyridin-4-yl)methanones 1, easily prepared from commercially available pyridin-3-amine, with aryl Grignard reagents gave, after aqueous workup, 2,3-diaryl-3H-pyrrolo[2,3-c]pyridin-3-ols 2. These rather unstable alcohols were O-acylated with Ac₂O in pyridine in the presence of a catalytic amount of 4-(dimethylamino)pyridine (DMAP) to afford the corresponding 2,3-diaryl-3H-pyrrolo[2,3-c]pyridin-3-yl acetates 3 in relatively good yields. Copyright