1411985-86-8

Basic information

• Product Name: 5-(trifluoro-λ4-boraneyl)quinoline potassium salt
• Synonyms: 5-(trifluoro-λ4-boraneyl)quinoline potassium salt
• CAS NO: 1411985-86-8
• Molecular Weight: 235.058
• Mol File: 1411985-86-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 5-(trifluoro-λ4-boraneyl)quinoline potassium salt(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(trifluoro-λ4-boraneyl)quinoline potassium salt(1411985-86-8)
• EPA Substance Registry System: 5-(trifluoro-λ4-boraneyl)quinoline potassium salt(1411985-86-8)

Safety Data

• Hazardous Substances Data: 1411985-86-8(Hazardous Substances Data)

Upstream product

• 1279123-63-5 potassium hydrogenfluoride 
• 355386-94-6 quinolin-5-ylboronic acid 
• 7789-23-3 potassium fluoride 
• 4964-71-0 5-bromoquinoline 
• 73183-34-3 bis(pinacol)diborane 
• 1233691-83-2 quinolin-5-ylmethanesulfonate 
• 635-27-8 5-chloroquinoline 

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.

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.