59142-47-1

Usage

Uses

Used in Pharmaceutical Industry:
(2-BROMOPHENYL)(PHENYL)METHANOL is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to be easily modified and incorporated into complex molecular structures. Its presence in the molecular framework can contribute to the development of new drugs with improved therapeutic properties.
Used in Agrochemical Industry:
(2-BROMOPHENYL)(PHENYL)METHANOL is used as a building block in the development of agrochemicals, such as pesticides and herbicides, due to its potential to enhance the effectiveness and selectivity of these compounds in agricultural applications.
Used in Organic Synthesis:
(2-BROMOPHENYL)(PHENYL)METHANOL is used as a versatile starting material in organic synthesis for the preparation of a wide range of chemical products. Its reactivity allows for various chemical reactions, leading to the formation of new compounds with different functional groups and properties.
Used in Research and Development:
(2-BROMOPHENYL)(PHENYL)METHANOL is used as a research compound to explore new chemical reactions and mechanisms, as well as to develop innovative methods for the synthesis of complex organic molecules. Its unique structure provides opportunities for scientists to study and understand the behavior of similar compounds in various chemical processes.

Upstream product

• 95953-74-5 1,2-bis-(2-bromo-phenyl)-1,2-diphenyl-ethane-1,2-diol 
• 103-73-1 Phenetole 
• 17878-37-4 1-bromo-2-(trimethylsilyl)benzene 
• 100-52-7 benzaldehyde 
• 6630-33-7 ortho-bromobenzaldehyde 
• 64-17-5 ethanol 
• 13047-06-8 o-bromobenzophenone 
• 583-55-1 1-Bromo-2-iodobenzene 
• 934-56-5 trimethyl(phenyl)stannane 
• 244205-40-1 (2-bromophenyl)boronic acid 
• 98-80-6 phenylboronic acid 
• 100-58-3 phenylmagnesium bromide 
• 18982-54-2 o-bromobenzyl alcohol 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 

Downstream Products

• 174671-49-9 1,3-dihydro-1-hydroxy-3-phenyl-2,1-benzoxaborole 
• 59142-29-9 1'-methyl-3-phenyl-3H-spiro[isobenzofuran-1,4'-piperidine] 
• 59142-71-1 1-bromo-2-[methoxy(phenyl)methyl]-benzene 
• 1379534-67-4 C₂₁H₂₈OSi₂ 
• 1379534-77-6 C₂₁H₂₈OSi₂ 
• 1612839-79-8 2-(4-methoxyphenyl)-4-phenylphthalazin-1(2H)-one 
• 1612839-80-1 4-phenyl-2-p-tolylphthalazin-1(2H)-one 
• 1612839-81-2 2-(dibenzo[b,d]furan-4-yl)-4-phenylphthalazin-1(2H)-one 
• 937196-44-6 2-(2-chlorophenyl)-4-phenylphthalazin-1(2H)-one 
• 36503-83-0 1-oxo-2,4-diphenylphthalazine 
• 5004-45-5 4-phenyl-2H-phthalazin-1-one 
• 49572-99-8 1-oxo-2-methyl-4-phenyl-1,2-dihydrophthalazine 
• 1612839-82-3 2-(2-fluorophenyl)-4-phenylphthalazin-1(2H)-one 
• 1325763-16-3 (2-bromophenyl)(phenyl)methyl picolinate 

Relevant academic research and scientific papers

The intramolecular reaction of acetophenoneN-tosylhydrazone and vinyl: Br?nsted acid-promoted cationic cyclization toward polysubstituted indenes

In the presence of TsNHNH2, a Br?nsted acid-promoted intramolecular cyclization ofo-(1-arylvinyl) acetophenone derivatives was developed, leading to polysubstituted indenes with complexity and diversity in moderate to excellent yields. In sharp contrast with either the radical or carbene involved cyclization of aldehydicN-tosylhydrazone with vinyl, a cationic cyclization pathway was involved, whereN-tosylhydrazone served as an electrophile and alkylation reagent during this transformation.

Discovery of 3-aryl substituted benzoxaboroles as broad-spectrum inhibitors of serine- and metallo-β-lactamases

The production of β-lactamases represents the main cause of resistance to clinically important β-lactam antibiotics. Boron containing compounds have been demonstrated as promising broad-spectrum β-lactamase inhibitors to combat β-lactam resistance. Here we report a series of 3-aryl substituted benzoxaborole derivatives, which manifested broad-spectrum inhibition to representative serine-β-lactamases (SBLs) and metallo-β-lactamases (MBLs). The most potent inhibitor 9f displayed an IC50 value of 86 nM to KPC-2 SBL and micromolar inhibitory activity towards other tested enzymes. Cell-based assays further revealed that 9f was able to significantly reduce the MICs of meropenem in clinically isolated KPC-2-producing bacterial strains and it showed no apparent toxicity in HEK293T cells.

Asymmetric Synthesis and Application of Chiral Spirosilabiindanes

Reported here is the development of a class of chiral spirosilabiindane scaffolds by Rh-catalyzed asymmetric double hydrosilation, for the first time. Enantiopure SPSiOL (spirosilabiindane diol), a new type of chiral building block for the preparation of various chiral ligands and catalysts, was readily prepared on greater than 10 gram scale using this protocol. The potential of this new spirosilabiindane scaffold in asymmetric catalysis was preliminarily demonstrated by development of the corresponding monodentate phosphoramidite ligands (SPSiPhos), which were used in both a Rh-catalyzed hydrogenation and a Pd-catalyzed intramolecular carboamination.

Asymmetric Synthesis of 1,2-Dihydronaphthalene-1-ols via Copper-Catalyzed Intramolecular Reductive Cyclization

We describe a copper-catalyzed intramolecular reductive cyclization of easily accessible benz-tethered 1,3-dienes containing a ketone moiety. This process provided biologically active 1,2-dihydronaphthalene-1-ol derivatives in good yields with excellent enantio- and diastereoselectivity. Mechanistic investigations using density functional theory revealed that (Z)- and (E)-allylcopper intermediates formed in situ from the diene and copper catalyst undergo isomerization and selective intramolecular allylation of the (E)-allylcopper form of the major product through a six-membered boatlike transition state. The resulting products were further transformed to fully saturated naphthalene-1-ols by reactions of the olefin moiety.

Highly Enantioselective Cobalt-Catalyzed Hydroboration of Diaryl Ketones

A highly enantioselective cobalt-catalyzed hydroboration of diaryl ketones with pinacolborane was developed using chiral imidazole iminopyridine as a ligand to access chiral benzhydrols in good to excellent yields and ee. This protocol could be carried out in a gram scale under mild reaction conditions with good functional group tolerance. Chiral biologically active 3-substituted phthalide and (S)-neobenodine could be easily constructed through asymmetric hydroboration as a key step.

Diaryl hydroxylamines as pan or dual inhibitors of indoleamine 2,3-dioxygenase-1, indoleamine 2,3-dioxygenase-2 and tryptophan dioxygenase

Tryptophan (Trp) catabolizing enzymes play an important and complex role in the development of cancer. Significant evidence implicates them in a range of inflammatory and immunosuppressive activities. Whereas inhibitors of indoleamine 2,3-dioxygenase-1 (IDO1) have been reported and analyzed in the clinic, fewer inhibitors have been described for tryptophan dioxygenase (TDO) and indoleamine 2,3-dioxygenase-2 (IDO2) which also have been implicated more recently in cancer, inflammation and immune control. Consequently the development of dual or pan inhibitors of these Trp catabolizing enzymes may represent a therapeutically important area of research. This is the first report to describe the development of dual and pan inhibitors of IDO1, TDO and IDO2.

Synthesis of Cyclopropanoids via Substrate-Based Cyclization Pathways

A series of unexpected reactions triggered by the dimethyloxosulfonium methylide led to the discovery of unconventional approaches for the synthesis of cyclopropa-fused tetralones and indeno-spirocyclopropanes. These highly functionalized structures were further elaborated in one step to privileged scaffolds such as tetralones, indenones, and fluorenones. As a whole, the results presented herein establish new diversity-oriented folding pathways.

Regiocontrolled and Stereoselective Syntheses of Tetrahydrophthalazine Derivatives using Radical Cyclizations

Tetrahydrophthalazine derivatives have found important applications in pharmaceutical research, but existing synthetic methods are unable to access them regio- and stereoselectively. Here, a new approach is presented that addresses these challenges by utilizing a 6-endo-trig radical cyclization in the key step. The desired tetrahydrophthalazines can be accessed in high yields (55–98 %) and high diastereoselectivities for the trans-product (>95:5) starting either from readily accessible hydrazones, or from the corresponding aldehydes and substituted Boc-hydrazides in a one-pot process. The synthetic versatility of the tetrahydrophthalazine core was demonstrated by its straightforward conversion to dihydro-phthalazines, phthalazines, or pyrazolo dione derivatives. Furthermore, the N?N bond was reduced to afford a new route to 1,4-diamines.

Palladium(II)-catalyzed Intermolecular Cascade Cyclization of Methylenecyclopropanes with Aromatic Alkynes: Construction of Spirocyclic Compounds Containing Indene and 1,2-Dihydronaphthalene Moieties

A palladium(II)-catalyzed intermolecular cascade cyclization of methylenecyclopropanes with aromatic alkynes is reported in this paper. The reaction involves a migratory insertion of alkyne, an intramolecular Heck-type reaction, and β-H elimination, providing a series of spirocyclic compounds containing indene and 1,2-dihydronaphthalene moieties in moderate to excellent yields upon heating.

Iodide as a Nucleophilic Trigger in Aryne Three-Component Coupling for the Synthesis of 2-Iodobenzyl Alcohols

The synthetic potential of KI as the iodide source in aryne three-component coupling has been demonstrated using aldehydes as the third component. This mild and transition-metal-free coupling reaction allowed the straightforward synthesis of 2-iodobenzyl alcohols in moderate to good yields with good functional group compatibility. Moreover, KBr and KCl could be used as the nucleophilic trigger in this aryne multicomponent coupling (MCC) and N-methylisatin and CO2 could be used as the electrophilic third components.