331834-13-0

Basic information

• Product Name: BENZOFURAN-5-BORONIC ACID
• Synonyms: BENZOFURAN-5-BORONIC ACID;AKOS BRN-0183;(4)BENZOFURAN-5-BORONIC ACID;Akos ba-183;benzofuran-5-yl-5-boronic acid;Benzo[b]furan-5-boronic acid;1-Benzofuran-5-boronic acid;(1-benzofuran-5-yl)boronic acid
• CAS NO: 331834-13-0
• Molecular Formula: C₈H₇BO₃
• Molecular Weight: 161.95
• Mol File: 331834-13-0.mol

Chemical Properties

• Boiling Point: 340.4 °C at 760 mmHg
• Flash Point: 159.7 °C
• Appearance: /
• Density: 1.311 g/cm³
• Vapor Pressure: 3.33E-05mmHg at 25°C
• Refractive Index: 1.618
• Storage Temp.: Refrigerated.
• PKA: 8.25±0.30(Predicted)
• CAS DataBase Reference: BENZOFURAN-5-BORONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: BENZOFURAN-5-BORONIC ACID(331834-13-0)
• EPA Substance Registry System: BENZOFURAN-5-BORONIC ACID(331834-13-0)

Safety Data

• Hazard Codes: C
• Hazardous Substances Data: 331834-13-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
BENZOFURAN-5-BORONIC ACID is used as a key intermediate for the synthesis of various pharmaceuticals, leveraging its benzofuran ring and boronic acid group to create biologically active molecules with potential therapeutic applications.
Used in Agrochemical Industry:
BENZOFURAN-5-BORONIC ACID is utilized as a building block in the development of agrochemicals, contributing to the creation of novel compounds with potential applications in crop protection and pest control.
Used in Cancer Research:
BENZOFURAN-5-BORONIC ACID is employed as a starting material in the design and synthesis of new anticancer agents, capitalizing on its chemical properties to develop molecules with potential inhibitory effects on cancer cell growth and proliferation.
Used in Organic Synthesis:
BENZOFURAN-5-BORONIC ACID is used as a versatile reagent in cross-coupling reactions, enabling the formation of boron-containing compounds and the synthesis of a wide range of valuable and biologically active molecules for various applications.

InChI:InChI=1/C8H7BO3/c10-9(11)7-1-2-8-6(5-7)3-4-12-8/h1-5,10-11H

Upstream product

• 23145-07-5 5-bromobenzofuran 
• 5419-55-6 Triisopropyl borate 
• 7732-18-5 water 
• 121-43-7 Trimethyl borate 
• 13675-18-8 tetrahydroxydiboron 

Downstream Products

• 1400283-83-1 C₂₄H₂₃N₃O₄S₂ 
• 1400283-87-5 C₂₄H₂₃N₃O₄S₂ 
• 1400283-88-6 C₂₃H₂₂N₄O₄S₂ 
• 1443282-44-7 potassium benzofuran-5-yltrifluoroborate 
• 519054-55-8 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-benzofuran 
• 13196-10-6 benzofuran-5-ol 
• 939050-34-7 5-phenoxybenzofuran 
• 939050-19-8 5-benzyl benzofuran 

Relevant articles and documents

Electrochemical Synthesis of Biaryls via Oxidative Intramolecular Coupling of Tetra(hetero)arylborates

We report herein versatile, transition metal-free and additive-free (hetero)aryl-aryl coupling reactions promoted by the oxidative electrocoupling of unsymmetrical tetra(hetero)arylborates (TABs) prepared from ligand-exchange reactions on potassium trifluoroarylborates. Exploiting the power of electrochemical oxidations, this method complements the existing organoboron toolbox. We demonstrate the broad scope, scalability, and robustness of this unconventional catalyst-free transformation, leading to functionalized biaryls and ultimately furnishing drug-like small molecules, as well as late stage derivatization of natural compounds. In addition, the observed selectivity of the oxidative coupling reaction is related to the electronic structure of the TABs through quantum-chemical calculations and experimental investigations.

Transition-Metal-Free Borylation of Aryl Bromide Using a Simple Diboron Source

In this study, we developed a simple transition-metal-free borylation reaction of aryl bromides. Bis-boronic acid (BBA), was used, and the borylation reaction was performed using a simple procedure at a mild temperature. Under mild conditions, aryl bromides were converted to arylboronic acids directly without any deprotection steps and purified by conversion to trifluoroborate salts. The functional group tolerance was considerably high. The mechanism study suggested that this borylation reaction proceeds via a radical pathway.

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We report herein a simple, metal- and additive-free, photoinduced borylation of haloarenes, including electron-rich fluoroarenes, as well as arylammonium salts directly to boronic acids. This borylation method has a broad scope and functional group tolerance. We show that it can be further extended to boronic esters and carried out on gram scale as well as under flow conditions.

ANTI-MALIGNANT TUMOR AGENT COMPOSITION

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Nickel-catalyzed borylation of halides and pseudohalides with tetrahydroxydiboron [B2(OH)4]

Arylboronic acids are gaining increased importance as reagents and target structures in a variety of useful applications. Recently, the palladium-catalyzed synthesis of arylboronic acids employing the atom-economical tetrahydroxydiboron (BBA) reagent has been reported. The high cost associated with palladium, combined with several limitations of both palladium- and copper-catalyzed processes, prompted us to develop an alternative method. Thus, the nickel-catalyzed borylation of aryl and heteroaryl halides and pseudohalides using tetrahydroxydiboron (BBA) has been formulated. The reaction proved to be widely functional group tolerant and applicable to a number of heterocyclic systems. To the best of our knowledge, the examples presented here represent the only effective Ni-catalyzed Miyaura borylations conducted at room temperature.

HETEROCYCLIC COMPOUNDS FOR THE INHIBITION OF PASK

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4-CARBOX PYRAZOLE DERIVATES USEFUL AS ANTI-VIRAL AGENTS

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AROMATIC AMINO ACID DERIVATIVES AND MEDICINAL COMPOSITIONS

An aromatic amino acid derivative represented by the formula ( I ) or its pharmacologically acceptable salt: wherein,R1 is a hydrogen atom or an amino-protecting group,R2 is a halogen atom or an alkyl, aralkyl or aryl group,R3 is 1○ a hydrogen atom, 2○ an aroylamino group, 3○ a phenyl group substituted with lower alkyl, phenyl, phenoxy, etc. 4○ a naphthyl or tetrahydronaphthyl group optionally substituted with hydroxy, lower alkoxy or di(lower)alkylamino, 5○ an unsaturated mono-cyclic heterocyclic group containing N, O and/or S substituted with lower alkyl, phenyl, naphthyl or tetrahydroquinolyl, 6○ an unsaturated or partially saturated condensed heterocyclic group containing N, O and/or S, optionally substituted with oxo, carboxy, amino, lower alkyl, etc.; X is a halogen atom, an alkyl group or an alkoxy group; Y is oxygen atom or nitrogen atom; 1 is 0 or 1; m is 0, 1 or 2; n is an integer of 0-5. This compound can inhibit a transporter (LAT1) of essential amino acid which is one of main nutrition for cancer cells and accordingly cause drain of the essential amino acid on the cancer cells and finally can prohibit the multiplication of cancer cells.