2-Nitrophenylboronic acid

• Mild and selective dipolar cycloadditions of unsaturated carboxylic acids with azides
• Transposition of allylic alcohols and Meyer-Schuster rearrangements

• Suzuki-Miyaura cross-coupling reactions with aryl halides or nitroarenediazonium tetrafluoroborates
• Copper-catalyzed halogenation
• Oxidative arylation of aminopyrazolyl disulfides

98-80-6

5570-19-4

Using phenylboronic acid as starting material, nitric acid (126 g, 2 mol) and sodium nitrite (0.04 mol) were added dropwise to the reaction system and the reaction temperature was controlled at 45 °C. The reaction mixture was reacted with dimethylformamide (15 mol) under stirring conditions. Upon completion of the reaction, the mixture was poured completely into ice water, concentrated to a small volume, cooled and allowed to stand until a solid precipitate precipitated. The solid was separated by filtration and washed with ice water, and the final product 2-nitrophenylboronic acid 165.3 g was collected in 99.0% molar yield and >99.5% HPLC purity.