37984-00-2

Upstream product

• 402-67-5 3-fluoro-1-nitrobenzene 
• 150-76-5 4-methoxy-phenol 
• 645-00-1 m-iodonitrobenzene 
• 696-62-8 para-iodoanisole 
• 585-79-5 m-nitrobromobenzene 

Downstream Products

• 82720-94-3 4-(3-Nitro-phenoxy)-phenol 
• 1256333-85-3 N-(methylsulfonyl)-N-(3-(4-(2-(pyrrolidin-1-yl)ethoxy)phenoxy)phenyl)methanesulfonamide 
• 1256264-23-9 3-(4-(2-(pyrrolidin-1-yl)ethoxy)phenoxy)aniline 
• 1256264-06-8 1-(2-(4-(3-nitrophenoxy)phenoxy)ethyl)pyrrolidine 
• 109469-03-6 1-benzoyloxy-4-(3-nitro-phenoxy)-benzene 

Relevant academic research and scientific papers

Dimethylaminomethylphosphonic acid derivatives-promoted CuI-catalyzed synthesis of aryl ethers

An inexpensive and efficient catalyst system for synthesis of aryl ethers has been developed by using 20 mol% CuI as the catalyst, 30 mol% dimethylaminomethylphosphonic acid derivatives as the new ligands, K 2CO3 as the base and toluene as the solvent. This is the first example using aminophosphonates as the ligands for Ullmann ether coupling reaction. Georg Thieme Verlag Stuttgart.

Copper and l-sodium ascorbate catalyzed hydroxylation and aryloxylation of aryl halides

CuSO4·5H2O and NaAsc catalyzed hydroxylation and C-O/C-S cross-coupling reactions of aryl halides with phenols or 4-methylbenzenethiol were described. A wide range of substrates and test cases highlight the synthetic utility of the approach. A series of phenols, diaryl ethers, alkylaryl ethers, and diaryl thioethers were synthesized in high yield.

Ligand free copper-catalyzed heterogeneous O-arylation reaction under green condition

A highly porous Zn-based iso-reticular metal-organic framework (IRMOF-3) has been selected for covalent modification. Pyridine-2-aldehyde has been used to decorate the free amine group of IRMOF-3 in the porous matrix. Schiff base moiety thus generated has been availed to anchor copper(II) ions to prepare the desired catalyst that catalyzes O-arylation reactions heterogeneously under mild reaction conditions. Porous catalyst demonstrates size selectivity in products when various substrates undergo O-arylation with α and β-naphthol.

Discovery of dual target inhibitors against cyclooxygenases and leukotriene A4 hydrolyase

Dual target inhibitors against COX-2 and LTA4H were designed by adding functional groups from a marketed COX-2 inhibitor, Nimesulide, to an existing LTA4H inhibitor 1-(2-(4-phenoxyphenoxy) ethyl) pyrrolidine. A series of phenoxyphenyl pyrrolidine compounds were synthesized and tested for their inhibition activities using enzyme assays and human whole blood assay. Introduction of small electron withdrawing groups like NO2 and CF3 in the ortho-position of the terminal phenyl ring was found to change the original single target LTA4H inhibitor to dual target LTA4H and COX-2 inhibitors. Compound 5a and 5m showed dual LTA 4H and COX-2 inhibition activities in the enzyme assays and the HWB assay with IC50 values in the micromolar to submicromolar range. As their activities in HWB assay were comparable to the two starting single target inhibitors, the two compounds are promising for further studies. The strategy used in the current study may be generally applicable to other dual target drug designs.

Highly efficient copper-catalyzed O-arylation using readily available (S)-N-methylpyrrolidine-2-carboxamide as the ligand

A highly efficient and readily available catalyst system for O-arylation of various phenols using CuI and (S)-N-methylpyrrolidine-2-carboxamide (Pro-NHMe) was developed. The reaction is widely applicable to the synthesis of diaryl ethers. Georg Thieme Verlag Stuttgart.

Synthesis of dictyomedins using phosphazene base catalyzed diaryl ether formation

Dictyomedins isolated from dictyostelium cellular slime molds were synthesized by using diaryl ether derivatives as key intermediates for the cyclization to dibenzofuran followed by palladium catalyzed intramolecular biaryl formation.