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Sourcing China 3-Fluoro-2-formylbenzeneboronic acid丨CAS 871126-15-7
3-Fluoro-2-formylbenzeneboronic acid (CAS 871126-15-7) is a multifunctional aromatic boronic acid containing a fluorine atom at the 3-position and a formyl group at the 2-position of the benzene ring relative to the boronic acid functionality. The combination of boronic acid, aldehyde, and aromatic fluorine functionalities makes this compound a useful building block for organic synthesis, medicinal chemistry, pharmaceutical intermediate development, and specialty chemical research. Its boronic acid group supports carbon–carbon bond formation, while the aldehyde functionality provides additional opportunities for chemical modification and molecular diversification.
Chemical Identifiers
| InChI | InChI=1S/C7H6BFO3/c9-7-3-1-2-6(8(11)12)5(7)4-10/h1-4,11-12H |
| InChI Key | GVHWLCYABLWGIR-UHFFFAOYSA-N |
| Smiles | B(C1=C(C(=CC=C1)F)C=O)(O)O |
| EC No. | 623-099-8 |
| MDL No. | MFCD10697421 |
| PubChem CID | 53412038 |
Applications
Applications in Suzuki–Miyaura Cross-Coupling Reactions
3-Fluoro-2-formylbenzeneboronic acid can be used in Suzuki–Miyaura cross-coupling reactions to prepare substituted biaryl compounds and other aromatic structures. Under suitable palladium-catalyzed conditions, the boronic acid functionality can react with compatible organic halides or pseudohalides to form new carbon–carbon bonds. The fluorine and aldehyde substituents may be retained in the resulting products when appropriate reaction conditions are selected. Because the formyl group is located adjacent to the boronic acid functionality, reaction conditions may require optimization to accommodate steric effects and possible interactions between neighboring functional groups.
Applications in Medicinal Chemistry
In medicinal chemistry, 3-Fluoro-2-formylbenzeneboronic acid serves as a building block for preparing fluorinated aromatic compounds and investigating structure–activity relationships. The fluorine substituent may influence electronic characteristics, lipophilicity, and metabolic behavior, depending on the overall molecular structure. The aldehyde group provides a reactive site for introducing additional functional groups, enabling researchers to prepare diverse analogs and investigate how structural modifications affect molecular properties and biological interactions.
Applications in Pharmaceutical Intermediate Synthesis
This compound may support pharmaceutical research programs requiring aromatic intermediates containing fluorine and aldehyde functionalities. Its boronic acid group provides a route for introducing a substituted phenyl fragment into more complex molecular frameworks through compatible coupling reactions. The aldehyde functionality may subsequently participate in selected condensation, reduction, oxidation, or reductive amination reactions, depending on the synthetic strategy. These characteristics make the compound useful for developing structurally defined intermediates and exploring multistep synthetic pathways.
Applications in Specialty Organic Synthesis
Beyond pharmaceutical research, 3-Fluoro-2-formylbenzeneboronic acid can be employed in specialty organic synthesis involving multifunctional aromatic building blocks. The combination of boronic acid and aldehyde functionalities offers opportunities for sequential transformations, while the fluorine substituent provides a defined electronic and structural feature. The compound may support molecular library preparation, synthetic methodology development, and the synthesis of complex fluorinated aromatic derivatives.
