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Chemical Supplier Dibenzofuran-4-boronic acid丨CAS 100124-06-9
Dibenzofuran-4-boronic acid (CAS 100124-06-9) is a heteroaromatic organoboron compound featuring a boronic acid group attached to the 4-position of a dibenzofuran framework. Its fused tricyclic structure contains an oxygen heteroatom and an extended aromatic system, providing rigidity and conjugation. Combined with the reactive boronic acid functionality, this compound is a valuable building block for OLED materials, organic electronics, pharmaceutical intermediates, and advanced functional organic compounds.
Chemical Identifiers
| InChI | 1S/C12H9BO3/c14-13(15)10-6-3-5-9-8-4-1-2-7-11(8)16-12(9)10/h1-7,14-15H |
| InChI Key | ZXHUJRZYLRVVNP-UHFFFAOYSA-N |
| Smiles | OB(C1=C2OC3=CC=CC=C3C2=CC=C1)O |
| EC No. | 672-293-9 |
| MDL No. | MFCD00092336 |
| PubChem CID | 2734328 |
Applications
Applications in Suzuki–Miyaura Cross-Coupling Reactions
Dibenzofuran-4-boronic acid is a useful coupling partner in Suzuki–Miyaura cross-coupling reactions for preparing substituted dibenzofuran derivatives and extended biaryl structures. Under suitable palladium-catalyzed conditions, its boronic acid group reacts with compatible aryl or heteroaryl halides to form new carbon–carbon bonds. This enables the introduction of a rigid dibenzofuran unit into complex aromatic frameworks.
Applications in Pharmaceutical Intermediate Synthesis
This compound provides a useful building block for preparing dibenzofuran-containing aromatic intermediates in pharmaceutical research. Its boronic acid functionality enables the construction of complex molecular frameworks through carbon–carbon coupling reactions. The oxygen-containing fused ring system offers a defined structural motif for developing diverse compounds and investigating their molecular properties.
Applications in Medicinal Chemistry
In medicinal chemistry, dibenzofuran is a useful heteroaromatic scaffold for molecular design. Dibenzofuran-4-boronic acid enables researchers to incorporate this rigid aromatic unit into candidate molecules through suitable cross-coupling reactions. The fused ring structure can influence molecular geometry, hydrophobicity, and intermolecular interactions, making the compound relevant to analog synthesis, lead optimization, and structure–activity relationship studies.
Applications in Heterocyclic Compound Synthesis
Dibenzofuran-4-boronic acid is valuable for constructing functionalized heteroaromatic compounds containing dibenzofuran and additional aromatic or heteroaromatic groups. Its boronic acid functionality provides a versatile synthetic handle for extending the conjugated framework. These transformations support the development of structurally diverse compounds for materials chemistry, molecular electronics, and specialty organic research.
