437-29-6

Upstream product

• 7439-95-4 magnesium 
• 25776-12-9 sodium tetrakis(4-fluorophenyl)borate 
• 7440-69-9 bismuth 
• 352-34-1 4-fluoro-1-iodobenzene 
• 7787-60-2 bismuth(III) chloride 
• 19034-57-2 Bi(2-HO-C₆H₄CO₂)3 
• 352-13-6 4-flourophenylmagnesium bromide 
• 460-00-4 1-Bromo-4-fluorobenzene 

Downstream Products

• 398-23-2 4,4'-difluorobiphenyl 
• 572-52-1 1-(4-fluorophenyl)naphthalene 
• 479586-34-0 (R)-3-(4-fluorophenyl)cyclohexanone 
• 15817-51-3 (4-fluorophenyl)(furan-2-yl)methanone 
• 579-49-7 2-(4-fluorobenzoyl)thiophene 
• 108464-88-6 1,3-bis(4'-fluorobenzoyl)benzene 
• 68418-51-9 1,4-bis-(4-fluorobenzoyl)-benzene 
• 456-22-4 4-Fluorobenzoic acid 
• 118798-76-8 tris(4-fluorophenyl)bismuth dichloride 
• 345-83-5 4-fluorobenzophenone 
• 347-84-2 1-(4-fluorophenyl)-2-phenylethanone 
• 1196493-34-1 C₁₄H₉Cl₂FO 

Relevant academic research and scientific papers

Synthesis of highly functionalized triarylbismuthines by functional group manipulation and use in palladium- and copper-catalyzed arylation reactions

Organobismuthines are an attractive class of organometallic reagents that can be accessed from inexpensive and nontoxic bismuth salts. Triarylbismuthines are particularly interesting due to their air and moisture stability and high functional group tolerance. We report herein a detailed study on the preparation of highly functionalized triarylbismuth reagents by triple functional group manipulation and their use in palladium- and copper-catalyzed C-, N-, and O-arylation reactions.

Synthesis of highly functionalized diaryl ethers by copper-mediated O-arylation of phenols using trivalent arylbismuth reagents

Highly functionalized diaryl ethers were prepared by copper(II) acetate mediated O-arylation reaction of phenols using trivalent organobismuthanes. The reaction is performed under simple conditions and tolerates a wide diversity of functional groups on the phenol and on the organobismuth reagent. Substoichiometric amounts of catalyst can be used by performing the reaction under an oxygen atmosphere. The N-arylation of pyridones is also reported. Highly functionalized diaryl ethers were prepared by a copper(II) acetate mediated O-arylation reaction of phenols using trivalent organobismuthanes (see scheme). The reaction is performed under simple conditions and tolerates a wide diversity of functional groups on the phenol and on the organobismuth reagent. Substoichiometric amounts of catalyst can be used by performing the reaction under an oxygen atmosphere. The N-arylation of pyridones is also reported. FG=functional group.

Palladium-catalyzed cross-coupling reaction of functionalized aryl- and heteroarylbismuthanes with 2-halo(or 2-Triflyl)azines and -diazines

The palladium-catalyzed cross-coupling of highly functionalized organobismuthanes with 2-halo(or 2-triflyl)pyridines, -pyrimidines, -pyrazines, and -pyridazines is reported. The reaction tolerates numerous functional groups, including aldehydes. The synthesis of a shelf-stable (formylphenyl)bismuth reagent and its use in a cross-coupling reaction is also described. The palladium-catalyzed cross-coupling of highly functionalized organobismuthanes with 2-halo(or 2-triflyl)pyridines, -pyrimidines, -pyrazines, and -pyridazines is reported. The reaction tolerates numerous functional groups, including aldehydes. The synthesis of a shelf-stable (formylphenyl)bismuth reagent and its use in cross-coupling reactions is also described. Copyright

4-ARYLMORPHOLIN-3-ONE DERIVATIVES, THEIR PREPARATION AND THERAPEUTIC USE THEREOF

The invention relates to compounds corresponding to formula (I): in which: Ar represents a mono- or disubstituted phenyl; R1 represents an unsubstituted or substituted phenyl; R2 represents: a pyridyl; an unsubstituted or substituted phenyl; a benzyl that is unsubstituted or substituted on the phenyl; R2 may moreover represent: a heterocyclic radical; R3 represents various values. The invention also comprises methods for the compounds preparation, formulations comprising them and therapeutic applications thereof.

A new methodology for synthesis of aryl bismuth compounds: Arylation of bismuth(III) carboxylates by sodium tetraarylborate salts

Sodium tetraarylborate salts Na[BAr4] (Ar = C6H 3 (Ph), C6H4-MeA (tolyl), C6H 4-F-4) are found to be efficient arylating species for a range of bismuth(III) aromatic and aliphatic carboxylates including Bi(Hsal*) 3 (Hsal* = 2-HO-C6H4CO2 - (Hsal); 4-Me-2-HO-C6H3CO2 - (Hsal4Me); or 3-MeO-2-HO-C6H 3CO2- (Hsal3OMe)) and Bi(O 2CR)3 (R = Me, CMe3, and CF3) to produce triaryl bismuth compounds. The reactions may be carried out in ethanol, tetrahydrofuran, or acetone. The arylbismuth bis(salicylates) BiPh(Hsal) 2 and Bi(tolyl)(Hsal)2 exhibit similar reactivity in refluxing THF and may be used to produce mixed arylbismuthines BiPh x(tolyl)3-x. Formation of the known arylbismuth compounds was confirmed by IR spectroscopy, X-ray crystallography, NMR spectroscopy ( 1H, 11B, 13C, and 19F), and mass spectrometry. This is a facile synthesis of both symmetrical and unsymmetrical triarylbismuthines involving the aryl group transfer from the tetraarylborate ions to bismuth(III) under mild conditions.

A novel dry route to ortho-functionalized triarylbismuthanes that are difficult to access by conventional wet routes

When an aryl iodide bearing an electron-withdrawing group at the ortho position was milled together with bismuth shots and calcite grains in the presence of Cu powder and CuI using a laboratory ball mill, the corresponding orthofunctionalized triarylbismuthane was obtained in moderate to good yield.

Palladium(II)-catalyzed aryl coupling of triarylbismuthines under air

Triarylbismuthines readily reacted with a catalytic amount of palladium(II) acetate in methanol under air to give the corresponding biaryls in high yields. The presence of oxygen was indispensable for this catalytic coupling, biaryl formation being quite slow under nitrogen. Oxygen absorption was observed during the reaction and a Pd-oxygen complex prepared separately worked effectively as a reagent for this coupling even under inert gas.