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Usage

Uses

Used in Pharmaceutical Industry:
4-Biphenylylglyoxal is used as a key intermediate for the synthesis of pharmaceutical compounds. Its unique structure and reactivity make it a valuable component in the development of new drugs with specific properties.
Used in Agrochemical Industry:
In the agrochemical sector, 4-Biphenylylglyoxal is utilized as a reactant in the synthesis of agrochemical products. Its contribution to the development of effective and targeted agrochemicals is significant.
Used in Materials Science:
4-Biphenylylglyoxal is employed as a building block in the creation of new materials with specific characteristics. Its role in materials science is crucial for advancing the development of innovative materials with tailored properties.
Overall, 4-Biphenylylglyoxal's applications span across various industries, highlighting its importance and versatility in organic synthesis and compound development.

Upstream product

• 92-91-1 biphenyl-4-acetaldehyde 
• 135-73-9 2-Bromo-4'-phenylacetophenone 
• 33707-82-3 1-biphenyl-4-yl-2-piperidin-1-yl-ethanone 
• 40240-62-8 1-(2-([1,1'-biphenyl]-4-yl)-2-oxoethyl)pyridin-1-ium bromide 

Downstream Products

• 7496-43-7 [1,1'-biphenyl]-4-yl(4-([1,1'-biphenyl]-4-yl)-1H-imidazol-2-yl)methanone 
• 13608-94-1 4-biphenyl-4-yl-1⁽³⁾H-imidazole 
• 92-92-2 biphenyl-4-carboxylic acid 
• 17286-67-8 2-([1,1′-biphenyl]-4-yl)quinoxaline 
• 25561-43-7 1-biphenyl-4-yl-2-morpholin-4-ylimino-ethanone 
• 1248-83-5 N-(N-Methyl-morpholinioacetyl)-N'-(4-phenyl-phenacyliden)-hydrazin 
• 140472-99-7 Biphenyl-4-yl-(2-phenyl-1,9b-dihydro-5-oxa-3,3a-diaza-cyclopenta[a]naphthalen-4-yl)-methanone 
• 24342-51-6 1-Biphenyl-4-yl-2-(diethyl-hydrazono)-ethanone 
• 2410-56-2 4-(α-Hydroxy-α-benzamino-acetyl)-biphenyl 
• 3849-51-2 4-<1-Methoxy-2-keto-2-biphenylyl-(4)-ethylamino>-benzoesaeure 
• 122803-78-5 4-<1-Propyloxy-2-keto-2-biphenylyl-(4)-ethylamino>-benzoesaeure 
• 106303-22-4 4-<1-Octyloxy-2-keto-2-biphenylyl-(4)-ethylamino>-benzoesaeure 
• 1174-11-4 p-[(α-Ethoxy-p-phenylphenacyl)amino]benzoic acid 
• 122447-88-5 4-<1-Isoamyloxy-2-keto-2-biphenylyl-(4)-ethylamino>-benzoesaeure 

Relevant academic research and scientific papers

Ynonylation of Acyl Radicals by Electroinduced Homolysis of 4-Acyl-1,4-dihydropyridines

Herein we report the conversion of 4-Acyl-1,4-dihydropyridines (DHPs) into ynones under electrochemical conditions. The reaction proceeds via the homolysis of acyl-DHP under electron activation. The resulting acyl radicals react with hypervalent iodine(III) reagents to form the target ynones or ynamides in acceptable yields. This mild reaction condition allows wider functionality tolerance that includes halides, carboxylates, or alkenes. The synthetic utility of this methodology is further demonstrated by the late-stage modification of complex molecules.

High Recovery of Selenium from Kesterite-Based Photovoltaic Cells

The use of photovoltaic cells is constantly increasing and, in particular, a new generation of thin-film photovoltaic (PV) cells is under development. The absorber of these new cells, kesterite (CZT(S)Se), is composed of abundant chemical elements. Nonetheless, the development of the recycling process for these elements is indispensable for circular economy. This research is focused on the recovery of selenium by thermal oxidation and subsequent reduction. Thus, recycling of selenium has been firstly studied on synthetic kesterite and then validated in a real sample of kesterite extracted from glass-based PV cells. The best results were obtained in a vertical tubular furnace at 750 °C with an input of 20 mL/min of air. The posterior reduction process of selenium oxide was achieved by ascorbic acid, a common and economic reagent. Real kesterite was extracted from PV cells by thermal treatment at 90 °C for 1 hour to remove the encapsulant and ulterior treatment with HCl for the release of kesterite absorber. Optimal conditions from synthetic kesterite were applied to a real sample, recovering more than 90 % of selenium with a purity of 99.4 %.

Mono- or di-substituted imidazole derivatives for inhibition of acetylcholine and butyrylcholine esterases

Mono- or di-substituted imidazole derivatives were synthesized using a one-pot, two-step strategy. All imidazole derivatives were tested for AChE and BChE inhibition and showed nanomolar activity similar to that of the test compound donepezil and higher than that of tacrine. Structure activity relationship studies, docking studies to on X-ray crystal structure of AChE with PDB code 1B41, and adsorption, distribution, metabolism, and excretion (ADME) predictions were performed. The synthesized core skeleton was bound to important regions of the active site of AChE such as the peripheral anionic site (PAS), oxyanion hole (OH), and anionic subsite (AS). Selectivity of the reported test compounds was calculated and enzyme kinetic studies revealed that they behave as competitive inhibitors, while two of the test compounds showed noncompetitive inhibitory behavior. ADME predictions revealed that the synthesized molecules might pass through the blood brain barrier and intestinal epithelial barrier and circulate freely in the blood stream without binding to human serum albumin. While the toxicity of one compound on the WS1 (skin fibroblast) cell line was 1790 μM, its toxicity on the SH-SY5Y (neuroblastoma) cell line was 950 μM.

Oxidative C-C Bond Cleavage for the Synthesis of Aryl Carboxylic Acids from Aryl Alkyl Ketones

A metal-free and one-pot two-step synthesis of aryl carboxylic acids from aryl alkyl ketones has been achieved. The reactions were performed with iodine as the catalyst, DMSO and TBHP as the oxidants. Under the optimal reaction conditions, a number of aryl alkyl ketones could be converted into their corresponding aryl carboxylic acids in good to excellent yields (up to 94%).

Synthesis of novel imidazopyridines and their biological evaluation as potent anticancer agents: A promising candidate for glioblastoma

Novel imidazopyridine derivatives were synthesized according to a very simple protocol and then subjected to cytotoxicity testing against LN-405 cells. Two of the compounds exhibited antiproliferative effects on LN-405 cells at 10 and 75 μM and were selected as lead compounds for further study. Safety experiment for lead compounds on WS1 was carried out and IC50 values were calculated as 480 and 844 μM. LN-405 cell line were incubated with the lead compounds and then tested for DNA damage by comet assay and effects on cell cycle using flow cytometry. The results of these two tests showed that both lead compounds affected the G0/G1 phase and did not allow the cells to reach the synthesis phase. The log BB (blood–brain barrier) and Caco-2 permeability of the synthesized molecules were calculated and it was shown that imidazopyridine derivatives taken orally are likely to pass through gastrointestinal membrane and the blood–brain barrier.

Iodine-Promoted One-pot Synthesis of Highly Substituted 4-Aminopyrroles and Bis-4-aminopyrrole from Aryl Methyl Ketones, Arylamines, and Enamines

An iodine-promoted one-pot synthesis of functionally diverse and highly substituted 4-aminopyrroles directly from aryl methyl ketones, arylamines, and enamines was developed. The reaction involves in-situ oxidation of aryl methyl ketone to glyoxal, subsequent imine formation by aniline, followed by nucleophilic addition of enamine, and cyclization to afford highly substituted 4-aminopyrroles. This reaction involved the formation of two C?N bonds and one C?C bond by a formal [1+1+3] annulation approach. The present method provides an interesting framework of two 4-aminopyrrole units directly attached to a biphenyl core by the reaction of 4,4′-diacyl biphenyl, amine, and enamine groups. This Hantzsch-type one-pot reaction provides diverse 4-aminopyrroles, which could be useful in medicinal/material chemistry. (Figure presented.).

Visible-light assisted one-pot preparation of aryl glyoxals from acetoarylones via in-situ arylacyl bromides formation: Selenium-free approach to acetoarylones oxidation

A novel visible-light (blue LEDs: hν?=?425?±?15?nm) photocatalyzed one-pot method for the synthesis of electronically diverse aryl glyoxals in good to excellent yields from acetoarylones and green regents such as air, vitamin C and dioxane dibromide has been described. In addition, an application of the current methodology has been demonstrated for the oxidation of monoamine oxidase-B inhibitors, i.e., 1-(4-((4-fluorobenzyl)oxy)phenyl)ethanone and 1-(3-((4-chlorobenzyl)oxy)phenyl)ethanone. This finding may serves as a valuable alternative to the traditional acetoarylones oxidation reactions conducted using selenium dioxide a harmful and unselective reagent known to simultaneously oxidize allylic, benzylic, [sbnd]CH3and so on.

Biphenyl substituted piperazine derivative synthesis method

The invention discloses a biphenyl substituted piperazine derivative 4-(N-Boc-piperazine-3-yl)biphenyl synthesis method. 4-acetyl biphenyl is taken as a starting material and subjected to oxidation, cyclization and Boc addition to obtain a target product. A biphenyl substituted piperazine derivative which is a compound is an important medical intermediate.

Experimental and Theoretical Studies on Iron-Promoted Oxidative Annulation of Arylglyoxal with Alkyne: Unusual Addition and Migration on the Aryl Ring

An Fe(III)-promoted oxidative annulation reaction was developed for the synthesis of 1,2-naphthoquinones. A variety of substituted arylglyoxals and internal alkynes undergo the transformation in the presence of FeCl3 at room temperature to afford the 1,2-naphthoquinone products in good yields in a short reaction time. Interestingly, the products show unusual pseudomigration of the substituent on the arene ring of arylglyoxals. A possible mechanism involving Fe(III)-promoted formation of a vinyl cation from arylglyoxal and alkyne, electrophilic addition of the vinyl cation to the ipso carbon of the aryl group to give a spiral intermediate, and then migration of the keto carbon to the ortho carbon was proposed as key steps and verified using quantum mechanics.

Rh-catalyzed asymmetric hydrogenation of racemic aldimines via dynamic kinetic resolution

Catalyzed by a rhodium complex of P-stereogenic diphosphine ligand trichickenfootphos (TCFP), asymmetric hydrogenation of racemic aldimines via dynamic kinetic resolution has been realized for the preparation of chiral arylglycines with good yields and enantioselectivities.