30778-85-9

Upstream product

• 110-87-2 3,4-dihydro-2H-pyran 
• 90-05-1 2-methoxy-phenol 
• 142-68-7 TETRAHYDROPYRANE 
• 7368-78-7 4-bromoguaiacol 

Downstream Products

• 1356338-00-5 C₁₆H₂₂O₄ 
• 1356338-01-6 C₁₈H₂₆O₄ 
• 1356337-98-8 C₁₃H₁₈O₃ 
• 1356338-02-7 C₁₉H₃₂O₃Si 
• 1356337-99-9 C₁₇H₂₄O₃ 
• 111726-46-6 2-iodo-6-methoxyphenol 
• 1620754-30-4 tert-butyl (E)-3-(2-(benzyloxy)-6-(3-bromopropyl)-3-methoxyphenyl)acrylate 
• 1620754-29-1 tert-butyl (2E)-3-{2-[(5-bromo-2H-1,3-benzodioxol-4-yl)methoxy]-6-(3-bromopropyl)-3-methoxyphenyl}prop-2-enoate 
• 1620754-40-6 tert-butyl (2E)-3-{6-[3-(acetoxy)propyl]-2-[(5-bromo-2H-1,3-benzodioxol-4-yl)methoxy]-3-methoxyphenyl}prop-2-enoate 
• 1620754-41-7 tert-butyl (2E)-3-{2-[(5-bromo-2H-1,3-benzodioxol-4-yl)methoxy]-6-(3-hydroxypropyl)-3-methoxyphenyl}prop-2-enoate 
• 1620754-42-8 tert-butyl (2E)-3-{2-[(5-bromo-2H-1,3-benzodioxol-4-yl)methoxy]-3-methoxy-6-{3-[(2-nitrophenyl)selanyl]propyl}phenyl}prop-2-enoate 
• 1620754-28-0 tert-butyl (2E)-3-{2-[(5-bromo-2H-benzo[d][1,3]dioxol-4-yl)methoxy]-3-methoxy-6-(prop-2-enyl)phenyl}prop-2-enoate 
• 1620754-34-8 tert-butyl (2E)-3-{2-[(5-bromo-2H-1,3-benzodioxol-4-yl)methoxy]-3-methoxy-6-(oxiran-2-ylmethyl)phenyl}prop-2-enoate 
• 90-05-1 2-methoxy-phenol 

Relevant academic research and scientific papers

Application of the palladium-catalysed norbornene-assisted catellani reaction towards the total synthesis of (+)-linoxepin and isolinoxepin

Our ongoing effort towards the development of highly selective transition-metal-catalysed C-H activation processes has led to the expansion of the Catellani reaction. In a Pd0/PdII/Pd IV-catalysed domino reaction, an aryl iodide, alkyl iodide and tert-butyl acrylate were combined to synthesize the carbon framework of the novel lignan (+)-linoxepin. The enantioselective synthesis highlights the work accomplished in our group and provides an excellent procedure for the reliable and scalable synthesis of architecturally complex scaffolds. This report outlines the synthetic approaches towards this interesting class of biologically active molecules. After the key Catellani/Heck reaction, our synthesis features a Leimeux-Johnson oxidation and a titanium tetrachloride mediated aldol condensation. Finally, a tuneable Mizoroki-Heck reaction was performed to furnish not only the natural product (+)-linoxepin but also its isoform, which we have named isolinoxepin. The enantioselective total synthesis of the natural product (+)-linoxepin has been accomplished in eight steps starting from commercial materials. The key Pd-catalysed Catellani step served to combine aryl iodide, alkyl iodide and tert-butyl acrylate in a domino sequence. By tuning the final Heck reaction, both the natural product and its structural isomer were synthesized. Copyright

Could London Dispersion Force Control Regioselective (2 + 2) Cyclodimerizations of Benzynes? YES: Application to the Synthesis of Helical Biphenylenes

In recent years, London dispersion interactions, which are the attractive component of the van der Waals potential, have been found to play an important role in controlling the regio- and/or stereoselectivity of various reactions. Particularly, the dispersion interactions between substrates and catalysts (or ligands) are dominant in various selective catalyzes. In contrast, repulsive steric interactions, rather than the attractive dispersion interactions, between bulky substituents are predominant in most of the noncatalytic reactions. Herein, we demonstrate the first example of London dispersion-controlled noncatalytic (2 + 2) cyclodimerization of substituted benzynes to selectively afford proximal biphenylenes in high yields and regioselectivities, depending on the extent of dispersion interactions in the substituents. This method can be applied for the synthesis of novel helical biphenylenes, which would be fascinating for chemists as these compounds are potential skeletons for ligands, catalysts, and medicines.

Synthesis of Stannylated Aryl Imines and Amines via Aryne Insertion Reactions into Sn?N Bonds

The reaction of in situ generated arynes with stannylated imines to provide ortho-stannyl-aniline derivatives is reported. The readily prepared trimethylstannyl benzophenone imine is introduced as an efficient reagent to realize the aryne σ-insertion reaction. The imine functionality is an established N-protecting group and insertions proceed with good yields and good to excellent regioselectivities. The product anilines are valuable starting materials for follow-up chemistry thanks to the rich chemistry offered by the trimethylstannyl moiety.

Design, Synthesis, and Evaluation of Novel 2,6-Disubstituted Phenol Derivatives as General Anesthetics

A novel series of optically active 2,6-disubstituted alkylphenols with improved anesthetic profiles compared to widely used propofol were synthesized. The incorporation of the cyclopropyl group not only increased the steric effect but also introduced ster

PHENOL DERIVATIVE AND PREPARATION METHOD AND USE IN MEDICINE THEREOF

The present invention relates to a phenol derivative and the preparation method and use in medicine thereof, and particular to a phenol derivative represented by general formula (A) or a stereoisomer, a solvate, a metabolite, a prodrug, a pharmaceutically

PHENOL DERIVATIVE AND PREPARATION METHOD AND USE IN MEDICINE THEREOF

The present invention relates to a phenol derivative and the preparation method and use in medicine thereof, and particular to a phenol derivative represented by general formula (A) or a stereoisomer, a solvate, a metabolite, a prodrug, a pharmaceutically

3,5-Dinitrobenzoic acid catalyzed synthesis of 2,3-unsaturated O- and S-glycosides and tetrahydropyranylation of alcohols and phenols

A simple procedure for the synthesis of 2,3-unsaturated glycosides in acetonitrile and tetrahydropyranylation of alcohols and phenols in dichloromethane in the presence of 3,5-dinitrobenzoic acid is described. A variety of alcohols and thiols are reacted with glycals to give the desired products in high yields with high α-selectivity.

Total synthesis of (+)-linoxepin by utilizing the catellani reaction

Molecular intelligence: The structurally novel lignan (+)-linoxepin is synthesized in an eight-step sequence. The enantioselective synthesis features the palladium-catalyzed Catellani reaction as the key step. In this highly convergent multicomponent reaction, two new carbon-carbon bonds are formed, one of which results from a C-H bond functionalization. Copyright

Synthesis of Natural Compounds with Alkyl-methoxy-1,4-benzoquinone Structure

The 1,4-benzoquinones 1-7 occurring in various plants and having interesting biological properties have been synthesized from the tetrahydropyranyl ethers 17 and 21.Reaction with n-butyllithium gave selectively the ortho-lithiated compounds.These could be alkylated with the haloalkenes 13-16 and haloalkanes to give the substituted phenols 18-20 and 22-25 in high yield after methanolysis.Alkylations of the methoxyisopropylether 8 of 10-undecyn-1-ol with bromobutane and bromohexane gave 9 and 10.These alkynols could be selectively hydrogenated with Lindlar-Palladium catalyst to give the (Z)-alkenols 11 and 12 which could be converted into the bromoalkenes 13, 14 and the iodoalkenes 15, 16.Oxidation of the phenols 18-20 and 22-25 with molecular oxygen in the presence of salcomine as catalyst produced the substituted 1,4-benzoquinones 1-3 and 26-29 in high yield.Selective hydrolysis with perchloric acid converted 26-29 into the natural products 4-7. - Key Words: Tetrahydropyranyl-ethers / ortho-Lithiation / ortho-Alkylation / 1,4-Benzoquinones, alkyl-methoxy- / 1,4-Benzoquinones, alkyl-hydroxy-methoxy-