72969-10-9

Upstream product

• 696-62-8 para-iodoanisole 
• 123-54-6 acetylacetone 
• 459-64-3 4-methoxybenzenediazonium tetrafluoroborate 
• 132555-18-1 (Z)-tert-Butyl (4-methoxyphenyl)azo sulfide 

Downstream Products

• 1160169-22-1 (Z)-4-amino-3-(4-methoxyphenyl)pent-3-en-2-one 
• 1160169-36-7 1-(2-(4-methoxyphenyl)-3-methyl-2H-azirin-2-yl)ethanone 
• 154822-66-9 3,5-dimethyl-4-[4-(methyloxy)phenyl]isoxazole 
• 1261299-68-6 3-ethynyl-3-(4-methoxyphenyl)-2-methylene-tetrahydrofuran 
• 1261299-55-1 3-ethynyl-3-(4-methoxyphenyl)pent-4-yn-1-ol 
• 1261299-87-9 3-ethynyl-3-(4-methoxyphenyl)pent-4-ynal 
• 1261299-80-2 4-ethynyl-4-(4-methoxyphenyl)hex-5-yne-1,2-diol 
• 1261299-48-2 1-(3-ethynyl-hex-5-en-1-yn-3-yl)-4-methoxybenzene 
• 1261299-41-5 3-allyl-3-(4-methoxyphenyl)pentane-2,4-dione 
• 946859-65-0 1-(4-benzyloxyphenyl)-4-(4-methoxyphenyl)-3,5-dimethyl-1H-pyrazole 

Relevant academic research and scientific papers

Superparamagnetic copper ferrite nanoparticles as an efficient heterogeneous catalyst for the α-arylation of 1,3-diketones with C-C cleavage

Superparamagnetic CuFe2O4 nanoparticles were synthesized from CuCl2 and FeCl3 by a co-precipitation method in ethylene glycol and characterized by several techniques, which included vibrating sample magnetometry, XRD, SEM, TEM, atomic absorption spectrometry, and nitrogen physisorption measurements. The CuFe 2O4 nanoparticles could be used as a solid catalyst for the α-arylation reaction of acetylacetone with iodobenzene to form phenylacetone as the principal product and 3-phenyl-2,4-pentanedione as the byproduct. The reaction that used the CuFe2O4 nanoparticles as catalyst could proceed to completion with 95 % selectivity to phenylacetone. The CuFe2O4 nanoparticles could be separated easily from the reaction mixture by magnetic decantation and could be reused several times for the α-arylation reaction without a significant degradation in catalytic activity. Magnetic attraction: Superparamagnetic CuFe2O4 nanoparticles are synthesized from CuCl 2 and FeCl3 by a co-precipitation method. The CuFe 2O4 nanoparticles are used as a solid catalyst for the α-arylation reaction of acetylacetone with iodobenzene to form phenylacetone as the principal product and 3-phenyl-2,4-pentanedione as the byproduct.

α-Arylation of β-diketones with aryl halides catalyzed by CuO/aluminosilicate

α-Arylation of β-diketones has been carried out over CuO/aluminosilicate catalyst under ligand-free condition. The reaction conditions were optimized with different solvents, bases, catalyst amounts, and temperatures using acetylacetone and 4-bromobenzaldehyde as a model system. The scope of the catalytic system was extended to include various substituted aryl halides. 27 examples were successfully demonstrated and the yields were ranging from 55% to 94%. C-Br bond was regioselectively activated in the presence of C-Cl bond. Similarly acetylacetone was chemoselectively arylated by 4-bromobenzaldehyde in the presence of dibenzoylacetone. Heterogeneous nature of the catalyst was confirmed by hot-filtration test. The catalyst was also found to be reusable.

Copper(II) and 1,1′-trimethylene-2,2′-biimidazole-promoted arylation of acetylacetone with aryl iodides

A new and efficient way was developed to carry out the reaction of acetylacetone with aryl iodides under the assistance of Cu(II) and 1,1′-trimethylene-2,2′-biimidazole at 100°C. 3-Aryl-2,4-pentanediones were obtained in excellent yields. Copyright

Reversal of selectivity in gold-catalyzed cyclizations of 3,3-disubstituted 1,4-diynes

A general synthetic access to 3,3-disubstituted 1,4-diynes bearing a quaternary carbon center from acetylacetone was developed. The compounds were cyclized to the corresponding enol ethers by cationic gold complexes. The reactions occur in complete exo-se

C-arylation reactions catalyzed by CuO-nanoparticles under ligand free conditions

CuO-nanoparticles were found to be an excellent heterogeneous catalyst for C-arylation of active methylene compounds using various aryl halides. The products were obtained in good to excellent yield. The catalyst can be recovered and reused for four cycles with almost no loss in activity.

Oxidative aromatic C-O bond formation: synthesis of 3-functionalized benzo[b]furans by FeCl3-mediated ring closure of a-Aryl ketones

A variety of 3-functionalized benzo[b]furans were achieved by way of a FeCl3-medlated Intramolecular cyclization of electron-rich a-aryl ketones. The alkoxy substituent on the benzene ring In the substrates was essential for an efficient cyclization to occur. This novel method allows the construction of benzo[b]furan rings by joining the O-atom on the side chain to the benzene ring via direct oxidative aromatic C-O bond formation.

An efficient and mild CuI/L-proline-catalyzed arylation of acetylacetone or ethyl cyanoacetate

The coupling reaction of aryl iodides with acetylacetone or ethyl cyanoacetate under catalysis of CuI/L-proline works at relatively mild conditions to provide 3-aryl-2, 4-pentanediones and α-aryl cyanoacetates in moderate to good yields. Georg Thieme Verlag Stuttgart.

Arylation of potassium 2,4-pentanedionate via S(RN)1 on diazosulfides

Potassium 2,4-pentanedionate reacts with diazosulfides (E)-1 and (Z)-2 in DMSO to give 3-aryl-2,4-pentanediones 3 via an S(RN)1 process. Advantages and drawbacks of such new access to 3 are reported together with relevant mechanistic implications.