2403-28-3

Usage

Uses

Used in Organic Synthesis:
(2E)-3-biphenyl-4-yl-1-phenylprop-2-en-1-one is used as a building block for more complex organic molecules, contributing to the development of new compounds with potential applications in various industries.
Used in Pharmaceutical Research:
(2E)-3-biphenyl-4-yl-1-phenylprop-2-en-1-one is used as a research compound for its biological activities, such as antioxidant, anti-inflammatory, and anticancer properties, aiding in the discovery of new drugs and therapies.
Used in Fluorescent Materials:
(2E)-3-biphenyl-4-yl-1-phenylprop-2-en-1-one is studied for its potential as a fluorescent material, which can be utilized in various applications, including sensors, imaging, and diagnostics.
Used in Chemical Research:
(2E)-3-biphenyl-4-yl-1-phenylprop-2-en-1-one serves as a valuable tool for researchers in the field of chemistry, enabling the exploration of its unique structure and properties for potential applications in chemical synthesis and reactions.

Upstream product

• 1591-31-7 4-iodo-biphenyl 
• 84553-32-2 α-Methylenebenzyl formate 
• 956-04-7 3-(4-chlorophenyl)-1-phenylprop-2-en-1-one 
• 100-58-3 phenylmagnesium bromide 
• 98-86-2 acetophenone 
• 3218-36-8 4-Phenylbenzaldehyde 

Downstream Products

• 102477-83-8 3-([1,1′-biphenyl]-4-yl)-1-phenylpropan-1-one 
• 31535-70-3 1-benzyl-3-(2-oxo-2-phenylethyl)indolin-2-one 
• 56578-34-8 4-([1,1’-biphenyl]-4-yl)butan-2-one 
• 2350-89-2 p-vinylbiphenyl 

Relevant academic research and scientific papers

1-Arylvinyl formats: A New CO Source and Ketone Source in Carbonylative Synthesis of Chalcone Derivatives

1-Arylvinyl formates as a kind of new CO surrogate have been explored for the first time. Most of the known CO precursors usually produce undesired residuals, which have to be removed. In this strategy, after CO release, the in situ generated acetophenones from 1-arylvinyl formates can be successfully applied as a good ketone source in the synthesis of chalcones with benzaldehydes via a palladium-catalyzed reductive carbonylation reaction. A variety of chalcones were isolated in satisfactory to good yields with good substrates compatibilities under mild conditions.

Application of Polyphosphoric Acid-Mediated Acyl Migration for Regiospecific Synthesis of Diverse 2-Acylpyrroles from Chalcones

A metal-free approach for the synthesis of 2-acylpyrroles is reported in this paper. Synthesis of the target molecule started from chalcones and was carried out in two steps. Initial step involved the conversion of chalcones to corresponding 4-substituted-3-acylpyrroles by reaction with TosMIC. In the subsequent step, target molecules were obtained in modest to good yields by polyphosphoric acid-mediated acyl rearrangement of 3-acylpyrroles to their 2-acyl congeners. The crucial final step was amenable to diverse substitutions on pyrrole ring. Preliminary experiment for the determination of mechanism indicated the involvement of acylium ion.

Rh(II)-Catalyzed Nitrene-Transfer [5 + 1] Cycloadditions of Aryl-Substituted Vinylcyclopropanes

Formal [5 + 1] cycloadditions between aryl-substituted vinylcyclopropanes and nitrenoid precursors are reported. The method, which employs Rh2(esp)2 as a catalyst, leads to the highly regioselective formation of substituted tetrahydropyridines. Preliminary mechanistic studies support a stepwise, polar mechanism enabled by the previously observed Lewis acidity of Rh-nitrenoids. Overall, this work expands the application of nitrene-transfer cycloaddition, a relatively underexplored approach to heterocycle synthesis, to the formation of six-membered rings.

Transition-Metal-Free Highly Chemoselective and Stereoselective Reduction with Se/DMF/H2O System

A novel metal-free reduction system, in which H2Se (or HSe-) produced in situ from Se/DMF/H2O acts as the active reducing species, has been developed. By using water as an inexpensive, safe, and environmentally friendly surrogate as the hydrogen donor, this new reduction system incorporating Se/DMF/H2O displayed high selectivity and good activity in the reduction of α,β-unsaturated ketones and alkynes. Therefore, this reduction system has great potential to be a general and practical reduction methodology in organic transformation.

Inherent vs Apparent Chemoselectivity in the Kumada-Corriu Cross-Coupling Reaction

The Kumada-Corriu reaction is a powerful tool for C-C bond formation, but is seldom utilized due to perceived chemoselectivity issues. Herein, we demonstrate that high-yielding couplings can occur in the presence of many electrophilic and heterocyclic functional groups. Our strategy is mechanically based, matching oxidative addition rates with the rate of syringe pump addition of the Grignard reagent. The mechanistic reason for the effectiveness of this strategy is uncovered by continuous-infusion ESI-MS studies.

Functionalization of the Benzylic C-H Bonds in Azaarenes by Cobalt-Catalyzed 1,4-Addition to Enones

Functionalization of the C(sp3)-H bonds in azaarenes was catalyzed by CoCl2 as an inexpensive Lewis acid catalyst. Enones were demonstrated to be good C=C electrophilic acceptors for the construction of various azaarene-containing 1,4-addition products in yields of up to 95 %. Functionalization of the C(sp3)-H bonds in azaarenes catalyzed by CoCl2 as an inexpensive Lewis acid catalyst is reported. Enones are demonstrated to be good C=C electrophilic acceptors for the construction of various azaarene-containing 1,4-addition products in yields up to 95 %.

ALLOSTERIC PROTEIN KINASE MODULATORS

The invention provides specific small molecule compounds that allosterically regulate the activity or modulate protein-protein interactions of AGC protein kinases and the Aurora family of protein kinases, methods for their production, pharmaceutical compositions comprising same, and their use for preparing medicaments for the treatment and prevention of diseases related to abnormal activities of AGC protein kinases or of protein kinases of the Aurora family.

Synthesis, molecular modeling and biological evaluation of chalcone thiosemicarbazide derivatives as novel anticancer agents

A series of novel chalcone thiosemicarbazide derivatives (4a-4x) have been designed, synthesized, structurally determined, and their biological activities were also evaluated as potential EGFR kinase inhibitors. All the synthesized compounds are first reported. Among the compounds, compound 4r showed the most potent biological activity (IC50 = 0.78 ± 0.05 μM for HepG2 and IC50 = 0.35 μM for EGFR), which is comparable to the positive controls. Docking simulation was also performed to position compound 4r into the EGFR active site to determine the probable binding model. Antiproliferative assay results demonstrated that some of these compounds possessed good antiproliferative activity against HepG2. Compound 4r with potent inhibitory activity in tumor growth inhibition may be a potential anticancer agent.

ALLOSTERIC PROTEIN KINASE MODULATORS

The invention provides specific small molecule compounds that allosterically regulate the activity or modulate protein-protein interactions of AGC protein kinases and the Aurora family of protein kinases, methods for their production, pharmaceutical compositions comprising same, and their use for preparing medicaments for the treatment and prevention of diseases related to abnormal activities of AGC protein kinases or of protein kinases of the Aurora family.

Claisen-schmidt condensation catalyzed by metal-organic frameworks

Metal-organic framework [Fe(BTC) (BTC = 1,3,5-benzenetricarboxylic acid)] is a convenient heterogeneous catalyst for the carbon-carbon bond forming reaction in toluene between acetophenone and benzaldehyde to give selectively chalcone in high yield. Fe(BTC) appears as a general catalyst able to synthesize selectively different chalcone derivatives bearing various functionalities. Fe(BTC) could be recycled with no significant loss of catalytic efficiency and crystallinity in subsequent runs.