71965-05-4

Usage

Uses

Used in Industrial Chemical Production:
2-Methyl(1,1-biphenyl)-3-ol is used as a precursor in the production of various industrial chemicals. Its unique structure allows it to be a key component in the synthesis of other organic compounds.
Used in Organic Synthesis:
As a reagent, 2-Methyl(1,1-biphenyl)-3-ol is utilized in organic synthesis for creating a range of chemical products. Its versatility in chemical reactions makes it valuable in this field.
Used in Pharmaceutical Research:
2-Methyl(1,1-biphenyl)-3-ol has been studied for its potential use in pharmaceuticals. Its properties are of interest to researchers looking to develop new drugs and treatments.
Used in Materials Science:
In the field of materials science, 2-Methyl(1,1-biphenyl)-3-ol has potential applications in the development of new materials with specific properties. Its unique characteristics may contribute to advances in material technology.
Safety Note:
It is important to handle 2-Methyl(1,1-biphenyl)-3-ol with care, as it may have harmful effects if not used properly. Proper safety measures should be taken during its use in any application.

Upstream product

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Relevant academic research and scientific papers

Convenient Access to meta-Substituted Phenols by Palladium-Catalyzed Suzuki–Miyaura Cross-Coupling and Oxidation

We report a new approach to the synthesis of meta-substituted phenols in which a single palladium catalyst accomplishes a Suzuki–Miyaura cross-coupling between a β-chlorocyclohexenone and an arylboronic acid, and oxidation of the resulting cyclohexenone to the corresponding phenol upon introduction of a terminal oxidant and electron transfer mediator. Notably, this method also allows ready access to ortho, meta-disubstituted phenols, sterically congested biaryl phenols, and more highly substituted phenols.

Polycyclic aromatic compound

The present invention addresses the problem of providing a novel polycyclic aromatic compound and an organic electroluminescent element using the same. The above problem is solved by providing a novel polycyclic aromatic compound in which a plurality of aromatic rings are connected by boron atoms, oxygen atoms, or the like, thereby increasing the number of options for organic EL element materials, and also solved by providing a superior organic EL element using said novel polycyclic aromatic compound as an organic EL element material.

Continuous-Flow Synthesis of meta-Substituted Phenol Derivatives

Two complementary microreactor technologies were developed for the study of biphasic gas-liquid reactions and preparation of meta-substituted phenol derivatives. The first capillary microreactor, composed of a T-junction and simple capillary, enabled oxidative Heck/dehydrogenation on a microgram scale with a shortened reaction time; the total sequence time for oxidative Heck/dehydrogenation reactions was optimized from 2160 min in a traditional batch system to 130 min in the microchemical system. The second tube-in-tube microreactor, composed of a gas-permeable inner tube and gas-nonpermeable outer tube, successfully performed a gram-scale synthesis under the optimized safety and economic conditions which were established from the first microgram-scale study. The two microreactors have great potential for exploring reactions involving gaseous and liquid reagents.

Aerobic oxidative heck/dehydrogenation reactions of cyclohexenones: Efficient access to meta-substituted phenols

Jockeying for the (meta)position: A new dicationic palladium(II) catalyst, employing a 6,6′-dimethyl-2,2′-bipyridine ligand, promotes both the aerobic oxidative Heck coupling and dehydrogenation reactions of cyclohexenones. These reactions may be combined in a one-pot sequence to enable the straightforward synthesis of meta-substituted phenols (see scheme). Copyright

Copper-catalyzed oxidative aromatization of 2-cyclohexen-1-ones to phenols in the presence of catalytic hydrogen bromide under molecular oxygen

Catalytic oxidative aromatization has been achieved using 2-cyclohexen-1-ones to obtain phenol derivatives in the presence of a catalytic amount of copper salt and aqueous HBr under molecular oxygen. The amount of HBr was successfully reduced to a catalytic quantity, and the other additive such as a ligand and an oxidant as well as inert conditions were unnecessary. Various mono-, di-, and trisubstituted phenols with substituents at the desired positions could be synthesized under cheap and simple conditions. An oxidative aromatization/bromination sequence was also demonstrated to obtain bromophenols with excess HBr. The Royal Society of Chemistry 2013.

Biphenyl-based diaminophosphine oxides as air-stable preligands for the nickel-catalyzed kumada-tamao-corriu coupling of deactivated aryl chlorides, fluorides, and tosylates

A cooperative couple: Cooperative bimetallic activation of C-F and C-O bonds gave rise to easy coupling with aryl fluorides and tosylates. Novel air- and moisture-stable diaminophosphine oxides derived from 1,1′-biphenyl-2, 2′-diamine proved to be versatile preligands for the nickel-catalyzed cross-coupling of aryl Grignard reagents with a variety of deactivated aryl chlorides, fluorides, and tosylates (see scheme). Copyright

Asymmetric synthesis of 2,3-dihydro-2-arylquinazolin-4-ones: Methodology and application to a potent fluorescent tubulin inhibitor with anticancer activity

For several decades the 2,3-dihydroquinazolinone (DHQZ) heterocycle has been known to possess a variety of important biological and medicinal properties. Despite the many interesting facets of these molecules, synthetic access to nonracemic DHQZ analogues has remained elusive. Herein, we disclose a synthetic route that allows access to either enantiomer of a variety of DHQZ derivatives. We illustrate the utility of this chemistry with the asymmetric preparation and biological evaluation of a new chiral fluorescent tubulin binding agent with extremely potent antiproliferative properties against human cancer cells. A computational rationale for the increased potency of the (S)-enantiomer over the (R)-enantiomer is given, based on the crystal structure of αβ-tubulin complexed with colchicine. Taking advantage of the inherent fluorescence of these molecules, confocal images of GMC-5-193 (compound 7) in the cytoplasm of human melanoma cells (MDA-MB-435) cells are presented.

8-Azabicyclo[3.2.1]octane derivatives

The present invention relates to a 8-azabicyclo[3.2.1]octane derivative of Formula I, wherein each of the substituents is given the definition as set forth in the specification and claims, or a pharmaceutically acceptable salt thereof or solvate thereof. The present invention also relates to a pharmaceutical composition comprising an 8-azabicyclo[3.2.1]octane derivative in admixture with one or more pharmaceutically acceptable auxiliaries and to the use of the 8-azabicyclo[3.2.1]octane derivative in therapy.

Solvolysis and ring closure of quinone methides photogenerated from biaryl systems

A variety of biaryl quinone methides have been photogenerated with a range of efficiencies from biaryl precursors 4-6 and 8, 10, and 11, all having hydroxyl and hydroxymethyl substituents on alternate rings. These novel biaryl quinone methides, which cannot be readily generated via thermal chemistry, are trapped by added nucleophiles such as MeOH and ethanolamine; two that cannot undergo electrocyclic ring closure (from 8 and 11) are readily observable by nanosecond laser photolysis, with long wavelength maxima (λ max) of 600 and 520 nm, respectively. Photogenerated o,o′-biaryl quinone methides undergo electrocyclic ring closure to give the corresponding chromene (pyran) products in high yield. Since the precursor biaryl alcohols have highly twisted structures in the ground state (dihedral angle of up to 90° by molecular mechanics calculations), a significant twisting motion to planarity is required to achieve reaction. Using steady-state fluorescence studies, we present evidence to suggest that the mechanism of quinone methide formation may occur via one of the following mechanisms: (i) dissociation of the proton from ArOH that precedes twisting; or (ii) ArOH dissociation and twisting taking place either simultaneously or in quick succession.