Furan-3-boronic acid丨CAS 55552-70-0

Furan-3-boronic acid丨CAS 55552-70-0
Product Introduction:
CAS No.: 55552-70-0
Product Name: Furan-3-boronic acid
Molecular Formula: C4H5BO3
Molecular Weight: 111.89
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Technical Parameters
Description

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Furan-3-boronic acid, CAS 55552-70-0, is a heteroaromatic boronic acid featuring a boronic acid group attached to the 3-position of a furan ring. Its structure combines the distinctive electronic properties of the oxygen-containing furan heterocycle with the synthetic versatility of an organoboron functional group. As a useful building block in modern organic synthesis, it is particularly valuable for carbon–carbon bond formation through palladium-catalyzed Suzuki–Miyaura cross-coupling reactions. The resulting furan-containing compounds are important structural motifs in pharmaceutical research, agrochemical development, and functional organic materials.

 

 

Chemical Identifiers

 

InChI 1S/C4H5BO3/c6-5(7)4-1-2-8-3-4/h1-3,6-7H
InChI Key

CYEFKCRAAGLNHW-UHFFFAOYSA-N

Smiles OB(C1=COC=C1)O
EC No. 672-302-6
MDL No. MFCD01319007
PubChem CID 2734358

 

 

 

Applications

 

Applications in Heterocyclic Compound Synthesis

The furan ring is an important five-membered oxygen-containing heterocycle found in many synthetic and naturally occurring compounds. Furan-3-boronic acid provides a convenient route to 3-substituted furan derivatives through carbon–carbon coupling reactions. By selecting different coupling partners, chemists can prepare a diverse range of substituted furans and more complex heterocyclic structures. These products can serve as intermediates for further functionalization, enabling the construction of molecular libraries and the exploration of new heteroaromatic chemical structures.

Applications in Agrochemical Research

Furan-containing structures are also relevant to the design and synthesis of specialty agrochemicals and crop-protection research compounds. Furan-3-boronic acid can be used to introduce a furan moiety into selected molecular frameworks, helping researchers explore structural variations and develop new heteroaromatic intermediates. Its cross-coupling reactivity supports the preparation of compounds with different substituent patterns for synthetic investigation and structure–activity relationship studies.

Applications in Pharmaceutical Intermediate Synthesis

Furan-3-boronic acid is a useful intermediate for preparing heteroaryl-containing compounds in pharmaceutical research. Through Suzuki–Miyaura cross-coupling with suitable aryl or heteroaryl halides, it enables the introduction of a furan ring into more complex molecular structures. Furan-containing scaffolds are frequently explored in medicinal chemistry because their heteroaromatic character can influence molecular polarity, electronic distribution, and interactions with biological targets. This makes the compound relevant to the development of pharmaceutical intermediates and the synthesis of candidate molecules for drug discovery.

 

Applications in Functional Organic Materials

The furan heterocycle offers useful electronic and structural characteristics for the development of functional organic molecules. Furan-3-boronic acid can serve as a building block for preparing conjugated heteroaromatic compounds through coupling with suitable aromatic partners. Such products may be investigated in organic electronic materials, functional polymers, and other advanced material systems. The ability to introduce different aromatic groups at the 3-position provides flexibility when adjusting molecular structure and electronic properties.

 

 

 

 

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