2-Bromobenzaldehyde → (E)-3-[2-(2-bromophenyl)vinyl]-1H-indazole

Participants

Reaction Steps

To a solution of (1H-indazol-3-ylmethyl)triphenylphosphonium bromide (3.0 g, 6.3 mmol) in methanol (18 mL), DBU (1.4 mL, 9.5 mmol) was added dropwise and 2-bromobenzaldehyde (0.81 mL, 7.0 mmol) was further added, followed by stirring at room temperature for 1.5 hours. The reaction mixture was concentrated under reduced pressure and the residue was purified by silica gel column chromatography (chloroform/methanol=100/0 to 95/5). The obtained compound was washed with methanol (15 mL) and dried under reduced pressure to obtain (E)-3-[2-(2-bromophenyl)vinyl]-1H-indazole (0.22 g, 12%).

Provenance & Evidence