93087-35-5

Upstream product

• 106480-52-8 p-Carbophenoxy-jodbenzol-dichlorid 
• 1711-02-0 4-iodobenzoic acid chloride 
• 108-95-2 phenol 
• 619-58-9 4-iodobenzoic acid 
• 164594-13-2 Phenyl[2-(trimethylsilyl)phenyl]iodonium trifluoromethanesulfonate 
• 143148-07-6 4-(2-dimethylaminoethoxy)-4'-iododiphenylmethane 
• 57334-32-4 3-phenoxypropyl-4-methylbenzene sulfonate 
• 1610943-10-6 C₁₄H₁₉N₂O⁽¹⁺⁾*C₇H₇O₃S^(1-) 
• 6180-61-6 3-phenoxypropanol 
• 98-80-6 phenylboronic acid 
• 15164-44-0 p-(iodophenyl)carboxaldehyde 

Downstream Products

• 113275-52-8 (4-hydroxyphenyl)(4-iodophenyl)methanone 
• 52798-94-4 p-formylbenzoic acid phenyl ester 
• 106480-52-8 p-Carbophenoxy-jodbenzol-dichlorid 

Relevant academic research and scientific papers

Development of helical aromatic amide foldamers with a diphenylacetylene backbone

We designed and synthesized aromatic polyamides with a diphenylacetylene backbone, α-DPA and β-DPA, bearing (S)-α-and (S)-β-methyl-substituted triethyleneglycol (TEG) side chains, respectively, and examined their conformations in solution. Both polymers exhibit strong, solvent polarity-dependent circular dichroism spectra, which indicated that they take helical conformations in low-polarity solvents. The spectra were mirror images, depending on the chiral position of the side chains. Thus, the polyamide α-DPA bearing (S)-α-methyl-substituted TEG groups takes a left-handed helical conformation, while the polyamide β-DPA with (S)-β-methyl-substituted TEG groups takes a right-handed helical conformation. The difference in the screw sense of α-DPA and β-DPA would be caused by the steric interaction between the main chain and the side chain, as observed in poly(p-benzamide) possessing (S)-β-methyl-substituted TEG side chains (β-PA) because the large cavity of the helical structure of DPA would disturb the solvophobically induced helical folding. Detailed conformational analyses of the oligoamides 6-12 with β-methyl-substituted TEG groups were conducted. Theoretical calculations indicated that the oligoamides with β-methyl-substituted TEG groups exist in a helical conformation with a cavity of 7 ? in diameter. The 1H NMR spectra of the oligomers revealed interactions with small anions such as chloride and acetate anions and with pyridinium cations.

Transition-Metal-Free Poly(thiazolium) Iodide/1,8-Diazabicyclo[5.4.0]undec-7-ene/Phenazine-Catalyzed Esterification of Aldehydes with Alcohols

Poly(3,4-dimethyl-5-vinylthiazolium) iodide was used as a polymer precatalyst in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) and phenazine for the oxidative esterification of aldehydes with alcohols. Selective functionalization of OH groups was achieved in the presence of NH2 groups. The poly(thiazolium) iodide/DBU/phenazine system exhibited excellent catalytic activity and could be reused five times without loss of activity.

Metal-free synthesis of aryl esters by coupling aryl carboxylic acids and aryl boronic acids

A facile synthesis of aryl esters is developed by coupling aryl carboxylic acids and aryl boronic acids in the presence of PhI(OAc)2 and carbonyl diimidazole. A wide range of functional groups were tolerant to the metal-free reaction condition that led to the desired products in good yields.

Synthesis of ionic-liquid-supported diaryliodonium salts

The synthesis of ionic-liquid-supported diaryliodonium salts is described. The synthesis is simple and practical, and the ionic liquid products require no chromatographic purification. The ionic-liquid-supported diaryliodonium salts are quite stable, and they did not show any sign of decomposition or loss of reactivity, even after being stored for one month at 5 °C. The reactivity of these salts was explored in the phenylation of substituted phenols and carboxylic acids, and the corresponding diaryl ethers and aryl esters, respectively, were synthesized in good to excellent yields and with high purities.

O-arylation of carboxylic acids using (phenyl)[2-(trimethylsilyl)phenyl] iodonium triflate as a precursor of arynes

Using (phenyl)[2-(trimethylsilyl)phenyl]iodonium triflate as a precursor of arynes, Larock's method for O-arylation of carboxylic acids and arynes was developed. A variety of acids including simple aliphatic carboxylic acids, aromatic carboxylic acids, allenoic acids, and p-toluenesulfonic acid under mild reaction conditions could generate the aryl esters. Copyright Taylor & Francis Group, LLC.

Delocalization of free electron density through phenylene-ethynylene: Structural changes studied by time-resolved infrared spectroscopy

We have studied the photochemistry of 1,4-bis(2-[4-tert-butylperoxycarbonylphenyl]ethynyl)benzene (1) and tert-butyl 4-(2-{4-[2-(4-phenyloxycarbonylphenyl)-1-ethynyl]phenyl}-1-ethynyl)peroxybenzoate (2). Excitation of 1 and 2 by a 355-nm laser pulse leads to the rapid formation of aroyloxyl radicals. An unpaired electron conjugated with the phenylene-ethynylene core is substantially delocalized over the π-system of the chromophore. The -C≡C- vibrational frequencies of these radicals are red-shifted relative to 1 and 2 as measured by time-resolved IR spectroscopy. This shift is attributed to the change in the triple bond character due to delocalization of the free electron. Copyright

Benzophenone derivatives and related compounds as potent histamine H3-receptor antagonists and potential PET/SPECT ligands

Para-substituted aromatic ethers with benzophenone or related structural elements and a 3-(1H-imidazol-4-yl)propyloxy moiety were prepared by Mitsunobu-type ether synthesis or SNAr reaction. Most of the title compounds possess high antagonist potency in histamine H3-receptor assays in vitro as well as in vivo in mouse CNS following oral administration. After defining 4-(3-(1H-imidazol-4-yl)propyloxy)phenyl phenyl methanone as a new lead, structure-activity relationships were investigated for this new class of compounds. Substitution of the meta′-position of the benzophenone moiety with halogen atoms (e.g., iodine, fluorine) led to compounds with high antagonist potency in vitro as well as in vivo (Ki = 9.3 and 4.3 nM, ED50 = 0.7 and 0.47 mg/kg p.o., 18 and 12, respectively). A receptor profile of several functional in vitro assays for several biogenic amine receptors for the meta′-iodinated derivative demonstrated high selectivity toward the histamine H3 receptor.

Substituent effects on the base-catalysed hydrolysis of phenyl esters of para-substituted benzoic acids

Seventeen model phenyl esters of 4-substituted benzoic acids were synthesised by the reaction of substituted benzoyl chlorides with phenol in aqueous alkaline solutions (Schotten-Baumann reaction), in pyridine (Einhorn reaction), or by the reaction of substituted benzoic acids with phosphorus oxychloride. Structures and purity of the model compounds were confirmed by 1H NMR and 13C NMR spectroscopy as well as by HPLC and elemental analysis. Phenyl 4-aminobenzoate was synthesised by reduction of phenyl 4-nitrobenzoate in methanol on palladium. Kinetics of base-catalysed hydrolysis of model phenyl esters occurring by the BAc2 mechanism were measured by UV spectrophotometry in 50% (v/v) aqueous dimethyl sulfoxide solutions at 25°C under pseudo-first-order conditions, (c[NaOH] = 0.001-1.0 mol l-1). The addition of OH- to phenyl benzoates was used to establish the kinetic J-E acidity scale. Linear relation between J-E and log kobs with the slope near unity was found for all the model compounds. The kinetic constants of hydrolysis of phenyl esters of 4-substituted benzoic acids precisely obey the Hammett relationship (σp) with ρ = 2.44. Quantitatively comparable results have been obtained by application of Alter-native Interpretation of Substituent Effects theory (AISE) using the σi set of substituent constants.

ARYL DERIVATIVES

The invention concerns an aryl derivative of the formula I, wherein Ar1 is optionally substituted phenyl, naphthyl or a heterocyclic moiety, and X1 is oxy, thio, sulphinyl, sulphonyl, difluoromethylene, imino, (1-4C)alkylimino or optionally substituted (1-4C) alkylene, or X1 is a group of the formula wherein X4 is oxy, thio, sulphinyl, sulphonyl or carbonyl and each R is hydrogen, methyl or ethyl each of Ar2 and Ar3 is optionally substituted phenylene X2 is oxy, thio, sulphinyl or sulphonyl R1 is (1-4C)alkyl and R2 and R3 together form a group of the formula A1 X3 A2 which together with the carbon atom to which A1 and A2 are attached define a ring having 5 to 7 ring atoms, wherein each of A1 and A2 is (1-3C) alkylene and X3 is oxy, thio, sulphinyl or sulphonyl which compounds are inhibitors of 5-lipoxygenase and are useful in the treatment of inflammatory or allergic disease