20895-44-7

Upstream product

• 5960-05-4 2-(3,5-dimethylphenoxy)ethanol 
• 556-96-7 5-bromo-1,3-xylene 
• 108-68-9 3,5-Dimethylphenol 
• 877-82-7 5-acetoxy-m-xylene 
• 1265683-82-6 2-benzyloxy-4,6-dimethylphenacyl benzoate 
• 1265683-81-5 2-benzyloxy-4,6-dimethylphenacyl bromide 
• 1265683-72-4 2-benzyloxy-4,6-dimethylacetophenone 
• 1265683-79-1 2-(2-hydroxy-4,6-dimethylphenyl)-2-oxoethyl benzoate 
• 16108-50-2 1-(2-hydroxy-4,6-dimethylphenyl)ethanone 
• 5406-14-4 2-(3,5-dimethylphenoxy)acetic acid 
• 112599-33-4 chloro-acetic acid-(3,5-dimethyl-phenyl ester) 

Downstream Products

• 857062-55-6 4,6-dimethyl-2-phenyl-benzofuran-3-one 
• 857062-54-5 2-(4-methoxy-phenyl)-4,6-dimethyl-benzofuran-3-one 
• 927429-58-1 4,6,3',4'-tetramethylaurone 
• 2567-76-2 3',4'-dimethoxy-4,6-dimethylaurone 
• 31297-31-1 4,6-dimethyl-1-benzofuran-2,3-dione 

Relevant academic research and scientific papers

Copper(ii)-catalyzed C-O coupling of aryl bromides with aliphatic diols: Synthesis of ethers, phenols, and benzo-fused cyclic ethers

A highly efficient copper-catalyzed C-O cross-coupling reaction between aryl bromides and aliphatic diols has been developed employing a cheaper, more efficient, and easily removable copper(ii) catalyst. A broad range of aryl bromides were coupled with aliphatic diols of different lengths using 5 mol% CuCl2 and 3 equivalents of K2CO3 in the absence of any other ligands or solvents to afford the corresponding hydroxyalkyl aryl ethers in good to excellent yields. In this newly developed protocol, aliphatic diols have multilateral functions as coupling reactants, ligands, and solvents. The resulting hydroxyalkyl aryl ethers were further readily converted into the corresponding phenols, presenting a valuable alternative way to phenols from aryl bromides. Furthermore, it was demonstrated that they are useful intermediates for more advanced molecules such as benzofurans and benzo-fused cyclic ethers. This journal is

The power of solvent in altering the course of photorearrangements

A clean bifurcation between two important photochemical reactions through competition of a triplet state Type II H-abstraction reaction with a photo-Favorskii rearrangement for (o/p)-hydroxy-o-methylphenacyl esters that depends on the water content of the solvent has been established. The switch from the anhydrous Type II pathway that yields indanones to the aqueous-dependent pathway producing benzofuranones occurs abruptly at low water concentrations (～8%). The surprisingly clean yields suggest that such reactions are synthetically promising.

Synthesis and insect antifeedant activity of aurones against spodoptera litura larvae

A series of aurones were prepared from various phenols via phenoxy acetic acids and coumaranones and evaluated for insect antifeedant activity against the common cutworm (Spodoptera litura). The naturally occurring aurone was most active at an ED50 of 0.12 μmol/cm2. The synthetic precursor, coumaranones, showed that the introduction of methoxyl and methyl groups to the benzene ring increased insect antifeedant activity. Similarly, the tested aurones showed that the introduction of methoxyl group to the A and/or B rings increased the insect antifeedant activity, but 4,5,6- and 3 ,4 ,5 -trisubstituted compounds did not show this activity in this test. The hydroxylation of aurones in the B ring should be disadvantageous for insect antifeedant activity against S. litura. Although the melting points did not correlate well with the insect antifeedant activity, compounds that were nearly inactive had high melting points. A significant correlation was noted between biological activity (pED50) and a hydrogen-bonding parameter calculated from the Rf value obtained from SiOH thin-layer chromatography and a lipophilicity parameter (log k) calculated from the retention time in ODS high-performance liquid chromatography. The respective correlation coefficients (r) were -0.83 and -0.70. The introduction of alkoxy and alkyl groups along with adequate hydrogen bonding seems to contribute to the antifeedant activity of the compounds tested.

Heteroaromatic diphosphines as chiral ligands

Chiral diphosphines constituted by an aromatic pentatomic biheterocyclic system, suitable to act as chiral ligands, complexes between said diphosophines and transition metals, and their utilization as chiral catalysts in sterocontrolled reactions, such as diastereo- and enantioselective reduction reactions. Process for the preparation of said chiral diphosophines and process for the preparation of said complexes and for their utilization as chiral catalysts in sterocontrolled reactions.