14743-46-5

Upstream product

• 392-56-3 Hexafluorobenzene 
• 14474-59-0 naphthalen-1-yl-lithium 
• 91-20-3 naphthalene 
• 828-73-9 pentafluorophenyl hydrazine 
• 90-14-2 1-Iodonaphthalene 
• 58521-27-0 potassium 2,3,4,5,6-pentafluorobenzoate 
• 90-11-9 1-Bromonaphthalene 
• 99747-74-7 1-naphthyl triflate 
• 363-72-4 Pentafluorobenzene 
• 28912-93-8 1-naphthyldiazonium tetrafluoroborate 
• 602-94-8 Pentafluorobenzoic acid 
• 74734-13-7 naphthalen-8-yl pivalate 
• 90-15-3 α-naphthol 
• 879-18-5 naphthalene-1-carbonic acid chloride 

Relevant academic research and scientific papers

Nickel-catalyzed decarboxylative cross-coupling of perfluorobenzoates with aryl halides and sulfonates

A Ni-catalyzed method for the coupling of perfluorobenzoates with aryl halides and pseudohalides is described. Aryl iodides, bromides, chlorides, triflates, and tosylates participate in these transformations to afford the products in good yields. Penta-, tetra-, and trifluorinated biaryl compounds are obtained using these newly developed Ni-catalyzed decarboxylative cross-coupling reactions.

Palladium-catalyzed decarbonylative and decarboxylative cross-coupling of acyl chlorides with potassium perfluorobenzoates affording unsymmetrical biaryls

This paper describes the synthesis of unsymmetrical biaryls by the palladium-catalyzed cross-coupling reaction of acyl chlorides with potassium perfluorobenzoates. This transformation is unique in that it involves simultaneous decarbonylation and decarbox

Gold-Catalyzed Chemoselective Couplings of Polyfluoroarenes with Aryl Germanes and Downstream Diversification

This report describes the chemoselective coupling of polyfluoroarenes with aryl germanes in the presence of aromatic C-I, C-Br, C-Cl, C-OTf, and C-SiMe3 groups, as well as demonstrates the further downstream diversification to give richly functionalized and highly fluorinated polyarenes. The strategy relies on an in situ Umpolung of the FnArH, followed by selective Au(I)/Au(III)-catalyzed coupling with electron-poor or-rich aryl germanes, even in the presence of challenging ortho-substituents, and widens the currently available coupling space in oxidative gold catalysis to previously inaccessible electron-poor/electron-poor biaryls.

Ni-Catalyzed Decarboxylative Cross-Coupling of Potassium Polyfluorobenzoates with Unactivated Phenol and Phenylmethanol Derivatives

A Ni-catalyzed decarboxylative cross-coupling of potassium polyfluorobenzoates with unactivated phenol and phenylmethanol derivatives is described. This novel transformation provides a practical and efficient protocol towards the synthesis of important polyfluorobiaryls and polyfluorinated diarylmethanes, and greatly enlarges the range of electrophiles utilized in decarboxylative coupling. Remarkably, preliminary mechanistic studies indicated the essential role of Zn(OAc)2 might lie in the enhancement of decarboxylation step. (Figure presented.).

Highly efficient heterogeneous copper-catalyzed decarboxylative cross-coupling of potassium polyfluorobenzoates with aryl halides leading to polyfluorobiaryls

The heterogeneous decarboxylative cross-coupling reaction of potassium polyfluorobenzoates with aryl iodides and bromides was achieved in diglyme or DMAc at 130 or 160 °C in the presence of 10-20 mol% of a 1,10-phenanthroline-functionalized MCM-41-immobilized copper(i) complex, [MCM-41-Phen-CuI], yielding a variety of polyfluorobiaryls in good to excellent yields. This heterogeneous copper(i) complex could easily be prepared via a simple procedure from commercially readily available and inexpensive reagents, exhibited the same catalytic activity as the homogeneous CuI/Phen system, and was recovered by filtration of the reaction solution and recycled at least 8 times without significant loss of catalytic activity.

Metal-Free Perfluoroarylation by Visible Light Photoredox Catalysis

Visible light and eosin Y catalyze the direct arylation of simple arenes with fluorinated aryl bromides by a photoredox process. The reaction scope is broad in fluorinated compounds and arenes and the general and simple procedure provides a metal-free alt

Copper-catalyzed cross-coupling of arenediazonium tetrafluoroborates with polyfluoroarenes

A novel cross-coupling reaction of arenediazonium tetrafluoroborates with polyfluoroarenes is briefly described. It has advantages of high reaction efficiency, excellent functional group compatibility, mild reaction conditions, short reaction time, and inexpensive ligand. This reaction also can be performed as a one-pot process from anilines omitting isolation of arenediazonium tetrafluoroborates. It has been extended to the preparation of biaryls containing polyfluoroarene structural moiety.

Scope of direct arylation of fluorinated aromatics with aryl sulfonates

The scope and limitations of direct arylation of fluorinated aromatics with aryl sulfonates was examined. Pd(OAc)2, in the presence of MePhos and KOAc in THF, efficiently catalyzed the direct arylation of fluoro aromatics with aryl triflates un

Room-temperature direct arylation of polyfluorinated arenes under biphasic conditions

Figure presented New biphasic conditions for the palladium-catalyzed direct arylation of electron-poor fluorinated arenes have been developed. Taking advantage of biphasic chemistry, the use of an immiscible mixture of water and an organic solvent allows

Pd-catalyzed decarboxylative cross coupling of potassium polyfluorobenzoates with aryl bromides, chlorides, and triflates

Chemical Equetion Presentation Pd-catalyzed decarboxylative cross coupling of potassium polyfluorobenzoates with aryl bromides, chlorides, and triflates is achieved by using diglyme as the solvent. The reaction is useful for synthesis of polyfluorobiaryls