4-Fluoro-3-formylphenylboronic acid

Reactant for:

• Preparation of arylmethylpyrrolidinylmethanols and amine derivatives via reaction with MIDA, followed by Suzuki reaction with halides or amination with amines
• Preparation of N-(biarylsulfonyl) a-amino acids as MMP-12 inhibitors using a genetic algorithm
• Preparation of para-substituted formylarylboronic esters for regioselective Suzuki-Miyaura cross-coupling with bromobenzene

FeCl2 (3.2 mg, 0.025 mmol), arylboron (0.25 mmol), K2S2O8 (68.3 mg, 0.25 mmol), tetra-n-butylammonium bromide (40.7 mg, 0.125 mmol), MeCN (1 mL), H2O (1 mL), and poly(methylhydrosiloxane) (170 , 0.75 mmol). L, 0.75 mmol) in a 25 mL flask. The reaction mixture was stirred at atmospheric pressure and 80 C for 12 hours. The mixture was cooled to room temperature. Dilute the reaction mixture with 10 mL of brine. mL of brine to dilute the reaction mixture and extract with ethyl acetate (3 x 10 mL) . Extract with ethyl acetate (3 x 10 mL) . The organic phases were combined and concentrated to give the crude product. The residue was purified by silica gel column chromatography (petroleum ether/ethyl acetate) to afford (4-fluoro-3-formylphenyl)boronic acid.