166328-14-9

Basic information

• Product Name: Potassium 2-furantrifluoroborate
• Synonyms: Potassium 2-furantrifluoroborate;CHEMMAKER CMBC-00037;POTASSIUM FURAN-2-YLTRIFLUOROBORATE;Potassium 2-furantrifluoroborate 96%;potassium:trifluoro(furan-2-yl)boranuide
• CAS NO: 166328-14-9
• Molecular Formula: C₄H₃BF₃O*K
• Molecular Weight: 173.97
• Product Categories: Boronic Acids and Derivatives;Heteroaryl;Trifluoroborate Salts;Molander Ates;Organoborons
• Mol File: 166328-14-9.mol
• Article Data: 7

Chemical Properties

• Melting Point: 293-303 °C
• Appearance: /
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• CAS DataBase Reference: Potassium 2-furantrifluoroborate(CAS DataBase Reference)
• NIST Chemistry Reference: Potassium 2-furantrifluoroborate(166328-14-9)
• EPA Substance Registry System: Potassium 2-furantrifluoroborate(166328-14-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 166328-14-9(Hazardous Substances Data)

Usage

Description

Potassium 2-furantrifluoroborate is an organotrifluoroborate compound that serves as a versatile and stable boronic acid surrogate. It is characterized by its ability to participate in various chemical reactions, making it a valuable reagent in organic synthesis.

Uses

Used in Organic Synthesis:
Potassium 2-furantrifluoroborate is used as a reagent for ether-forming cross-coupling reactions, facilitating the formation of ether linkages in organic molecules.
Used in Oxidation Processes:
In the field of oxidation, Potassium 2-furantrifluoroborate is used as a reagent for oxidation reactions using Oxone, a popular oxidizing agent.
Used in Cross-coupling with Alkyl Electrophiles:
This organotrifluoroborate is also utilized as a reagent in cross-coupling reactions with alkyl electrophiles, allowing for the formation of carbon-carbon bonds in organic synthesis.
Used in Halopurine Synthesis:
Potassium 2-furantriflouroborate is employed as a reagent in cross-coupling with halopurines, which are important building blocks in the synthesis of various biologically active compounds.
Used in Suzuki-Miyaura Reactions:
In the realm of cross-coupling reactions, Potassium 2-furantrifluoroborate is used as a reagent in Suzuki-Miyaura reactions, a widely used method for forming carbon-carbon bonds, particularly in the synthesis of complex organic molecules.
Used in Pharmaceutical Industry:
Potassium 2-furantrifluoroborate is used as a key intermediate in the synthesis of various pharmaceutical compounds, due to its ability to participate in a wide range of chemical reactions.
Used in Material Science:
In the field of material science, Potassium 2-furantrifluoroborate is used as a building block for the development of new materials with specific properties, such as conductivity or stability, by participating in various cross-coupling reactions.

Upstream product

• 13331-23-2 fur-2-ylboronic acid 
• 7789-23-3 potassium fluoride 
• 1279123-63-5 potassium hydrogenfluoride 

Downstream Products

• 17113-33-6 2-phenylfuran 
• 17221-37-3 2-(4-chlorophenyl)furan 
• 132284-84-5 furan-2-yl(naphthalen-2-yl)methanol 
• 55484-03-2 2-(2'-furyl)pyridine 
• 27110-82-3 2-(furan-2-yl)pyrimidine 
• 1101167-53-6 1-(4-(furan-2-yl)phenyl)-1H-pyrrole 
• 17113-31-4 2-(4-methoxyphenyl)furan 
• 38527-54-7 2-(2'-methylphenyl)furan 
• 64468-77-5 2-(4-cyanophenyl)furan 
• 53355-25-2 methyl 4-(2-furanyl)benzoate 
• 69836-64-2 N-(4-furan-2-ylphenyl)acetamide 
• 1101167-52-5 3-(furan-2-yl)-4,5-dimethoxybenzonitrile 
• 60456-77-1 4-furylbenzaldehyde 
• 35216-08-1 2-(4-acetylphenyl)furan 

Relevant articles and documents

Refining boron-iodane exchange to access versatile arylation reagents

Aryl(Mes)iodonium salts, which are multifaceted aryl transfer reagents, are synthesized via boron-iodane exchange. Modification to both the nucleophilic (aryl boron) and electrophilic (mesityl-λ3-iodane) reaction components results in improved yield and faster reaction time compared to previous conditions. Mechanistic studies reveal a pathway that is more like transmetallation than SEAr.

Arylketones as Aryl Donors in Palladium-Catalyzed Suzuki-Miyaura Couplings

Herein, we report the arylation, alkylation, and alkenylation of aryl ketones via a palladium-catalyzed Suzuki-Miyaura cross-coupling reaction. The use of the pyridine-oxazoline ligand is the key to the cleavage of the unstrained C-C bond. The late-stage arylation of aryl ketones derived from drugs and natural products demonstrated the synthetic utility of this protocol.

Solvent-free double-screw extrusion continuous synthesis method of potassium aryltrifluoroborate

The invention belongs to the technical field of fine chemistry, and more specifically relates to a solvent-free double-screw extrusion continuous synthesis method of potassium aryltrifluoroborate. According to the solvent-free double-screw extrusion continuous synthesis method, arylboronic acid and potassium hydrogen fluoride are subjected to high speed stirring so as to obtain a uniformly mixed material; the uniformly mixed material is continuously introduced into a double screw extruder through a feed inlet, extrusion time is set to be 5 to 10min, the temperature is maintained at room temperature, a solid material obtained via continuous extrusion is collected in a receiving container containing water; stirring dissolving of inorganic salts is carried out so as to obtain a slurry or a suspension liquid; filtering is carried out; an obtained filter cake is subjected to water washing and drying so as to obtain potassium aryltrifluoroborate, and an obtained filtrate is recycled into thereceiving container for recycling. According to the solvent-free double-screw extrusion continuous synthesis method, the double screw extruder is taken as a reactor, solvent-free solid-state reactioncontinuous production is realized, the efficiency is higher than that of a kettle type batch reactor; using of organic solvents is avoided; the aqueous solution of excess and by product inorganic salts can be recycled; the three wastes are reduced; the solvent-free double-screw extrusion continuous synthesis method is clean and is friendly to the environment; production cost is reduce; and industrial application value is high.