26489-75-8

Upstream product

• 20531-93-5 allyl 3,5-dimethylphenyl ether 
• 108-68-9 3,5-Dimethylphenol 

Downstream Products

• 54756-71-7 2-allyl-3,5-dimethyl-anisole 
• 65001-40-3 3,5-Dimethyl-2-cis-propenyl-phenol 
• 65001-41-4 3,5-Dimethyl-2-trans-propenyl-phenol 
• 126707-92-4 4,6-dimethyl-2-(phenylthiomethyl)-2,3-dihydrobenzofuran 
• 126708-21-2 4,6-dimethyl-5-(phenylthio)-2-(phenylthiomethyl)-2,3-dihydrobenzofuran 
• 94112-32-0 Allyl-(3,5-dimethyl-2-allyl-phenyl)-ether 
• 934418-20-9 6-allyl-3,5-dimethyl-2-hydroxymethylphenol 
• 126734-06-3 5-Chloro-4,6-dimethyl-2-phenylsulfanylmethyl-2,3-dihydro-benzofuran 
• 92863-23-5 3,5-Dimethyl-2,6-dipropenylphenol 
• 92863-22-4 3,5-Dimethyl-2,6-diallylphenol 
• 1311989-58-8 3-(2-(4-bromophenyl)-2-oxoethyl)-1-((4,6-dimethyl-2,3-dihydrobenzofuran-2-yl)methyl)-1H-imidazol-3-ium bromide 
• 1311989-63-5 3-(2-bromobenzyl)-1-((4,6-dimethyl-2,3-dihydrobenzofuran-2-yl)methyl)-1H-imidazol-3-ium bromide 
• 1311989-66-8 1-((4,6-dimethyl-2,3-dihydrobenzofuran-2-yl)methyl)-3-(2-(4-methoxyphenyl)-2-oxoethyl)-1H-imidazol-3-ium bromide 
• 1311989-67-9 3-benzyl-1-((4,6-dimethyl-2,3-dihydrobenzofuran-2-yl)methyl)-1H-imidazol-3-ium bromide 

Relevant academic research and scientific papers

ORGANIC COMPOUNDS

Disclosed are TRPM8 modulators as defined by formula (I) for achieving a cooling effect on skin and mucousa.

Enantioselective Vanadium-Catalyzed Oxidative Coupling: Development and Mechanistic Insights

The evolution of a more reactive chiral vanadium catalyst for enantioselective oxidative coupling of phenols is reported, ultimately resulting in a simple monomeric vanadium species combined with a Br?nsted or Lewis acid additive. The resultant vanadium complex is found to effect the asymmetric oxidative ortho-ortho coupling of simple phenols and 2-hydroxycarbazoles with good to excellent levels of enantioselectivity. Experimental and quantum mechanical studies of the mechanism indicate that the additives aggregate the vanadium monomers. In addition, a singlet to triplet crossover is implicated prior to carbon-carbon bond formation. The two lowest energy diastereomeric transition states leading to the enantiomeric products differ substantially with the path to the minor enantiomer involving greater torsional strain between the two phenol moieties.

Asymmetric Oxidative Coupling of Phenols and Hydroxycarbazoles

The first examples of asymmetric oxidative coupling of simple phenols and 2-hydroxycarbazoles are outlined. Generation of a more vanadium catalyst by ligand design and by addition of an exogenous Br?nsted or Lewis acid was found to be key to coupling the more oxidatively resistant phenols. The resultant vanadium complex is both more Lewis acidic and more strongly oxidizing. Good to excellent levels of enantioselectivity could be obtained, and simple trituration readily provided the products with ≥95% ee.

PdI2-catalyzed regioselective cyclocarbonylation of 2-allyl phenols to dihydrocoumarins

A simple, efficient, and regioselective synthesis of 3-methyl-3,4-dihydrocoumarins is reported. The reaction of 2-allyl phenols with synthesis gas was catalyzed by PdI2, and 1,3,5,7-tetramethyl-6-phenyl-2,4,8-trioxa-6-phosphaadamantane (L1) and 1,3,5,7-tetramethyl-6-tetradecyl-2,4,8-trioxa-6-phosphaadamantane (L2) were effective as ligands, affording good product selectivity in all cases.

Design, synthesis and cytotoxic activities of novel hybrid compounds between dihydrobenzofuran and imidazole

A series of novel hybrid compounds between dihydrobenzofuran and imidazole has been prepared and evaluated in vitro against a panel of human tumor cell lines. The results suggest that substitution of the imidazolyl-1-position with an electron-donating dihydrobenzofuran, and the imidazolyl-3-position with a naphthylacyl or electron-rich phenacyl group, were vital for modulating cytotoxic activity.

CANNABINOID RECEPTOR MODULATOR

A cannabinoid receptor modulator containing a compound represented by Formula (I0) wherein, X is an oxygen atom, etc., R° is an optionally substituted acylamino group, ring A0 is a benzene ring which may further have a substituent in addition to R°, and ring B is an optionally substituted 5-membered heterocycle, or a salt thereof or a prodrug thereof.

2-Phenyl-substituted heterocyclic 1,3-ketonols as herbicides and pesticides

The present invention relates to new compounds of the formula (I) in which X, Y and Z have the meanings given in the description and Het represents one of the groups in which A, B, D and G have the meanings given in the description, a plurality of processes for their preparation, and to their use as pesticides and herbicides.

4-Hydroxytetrahydropyran-2-one derivatives

4-hydroxytetrahydropyran-2-one derivatives with general formula (I) are useful as cholesterol reducing agents as well as lipid reducing agents, serving as inhibitors of HMG-CoA reductase, and capable of inhibiting the biosynthesis of peroxidized lipids, and therefore effective for curing arteriosclerosis: STR1 wherein R1 represent hydrogen or a 2-tetrahydropyranyl group; R2 and R3 each represent hydrogen or an alkyl group having 1 to 6 carbon atoms; R4 represents hydrogen, an alkyl group having 1 to 6 carbon atoms, an alkenyl group having 2 to 6 carbon atoms, an aryl group, an aralkyl group, an acyl group, an aroyl group or a substituted sulfonyl group; A represents --CH2 CH2 --, or --CH=CH--; and n is an integer of 1 or 2, and intermediates for synthesizing the 4-hydroxytetrahydropyran-2-one derivatives are disclosed.

Synthesis of methyl 2,3-dihydro-2-benzofurancarboxylates from o-allylphenols via 2-(phenylthiomethyl)-2,3-dihydrobenzofurans

A method for synthesizing methyl 2,3-dihydro-2-benzofurancarboxylates rom o-allylphenols is described.The reaction of 6allyl-2,3-dichlorophenol (3) with benzenesulfenyl chloride (PhSCl) in acetonitrile gave a mixture of PhSCl -adducts, which was heated in aqueous acetonitrile then with sodium bicarbonate to obtain 6,7-dichloro-2-(phenylmethyl)-2,3-dihydrobenzofuran (6). α-Dichlorination of the phenylthiomethyl group of 6 and subsequent methanolysis gave the methyl ester 5 in high yield.The generality of this synthetic method was examined by the conversion of o-allylphenols 11 having various substituents on the benzene ring into the corresponding methyl ester 23.Cyclization of 11 to sulfides 12 could be achived similerly to the case of 3.However, in the subsequent conversions of 12 to 23, selective α-dichlorination followed by methanolysis could be achived only with 12 substituted with an electron-withdrawing group such as a chloro or nitro group.Keywords - oallylphenils; methyl 2,3-dihydro-2-benzofurancarboxylate; 2-(phenylthiomethyl)-2,3-dihydrobenzofuran; benzenesulfenyl chloride; α-chlorination; methanolysis.