5730-96-1

Usage

Uses

Used in Pharmaceutical Industry:
1-(2'-nitro[1,1'-biphenyl]-4-yl)ethan-1-one is used as an intermediate in the production of pharmaceuticals for its potential pharmacological properties and biological activity, making it a compound of interest for pharmaceutical research.
Used in Dye and Pigment Industry:
1-(2'-nitro[1,1'-biphenyl]-4-yl)ethan-1-one is used as an important intermediate in the production of dyes and pigments, contributing to the synthesis of various organic substances.
Used in Organic Chemistry:
1-(2'-nitro[1,1'-biphenyl]-4-yl)ethan-1-one is used as a reagent in organic chemistry reactions, such as the synthesis of heterocyclic compounds, facilitating the creation of new chemical entities.

Upstream product

• 86-00-0 2-nitrobiphenyl 
• 75-36-5 acetyl chloride 
• 5570-19-4 2-nitrophenylboronic acid 
• 99-90-1 para-bromoacetophenone 
• 13329-40-3 4-Iodoacetophenone 
• 552-16-9 ortho-nitrobenzoic acid 
• 109613-00-5 4-acetophenyl triflate 
• 15163-59-4 potassium o-nitrobenzoate 
• 190788-59-1 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nitrobenzene 
• 149104-90-5 4-acetylphenylboronic acid 
• 92-91-1 biphenyl-4-acetaldehyde 
• 577-19-5 2-nitrophenyl bromide 
• 99-91-2 para-chloroacetophenone 
• 98-80-6 phenylboronic acid 

Downstream Products

• 23592-74-7 2-acetylcarbazole 
• 5730-77-8 methyl 2'-amino-[1,1'-biphenyl]-4-carboxylate 
• 5737-79-1 methyl 2′-amino-[1,1′-biphenyl]-4-carboxylate 

Relevant academic research and scientific papers

Visible-light-driven Cadogan reaction

Visible-light-driven photochemical Cadogan-type cyclization has been discovered. The organic D-A type photosensitizer 4CzIPN found to be an efficient mediator to transfer energy from photons to the transient intermediate that breaks the barriers of deoxygenation in Cadogan reaction and enables a mild metal-free access to carbazoles and related heterocycles. DFT calculation results indicate mildly endergonic formation of the intermediate complex of nitrobiarenes and PPh3, which corresponds with experimental findings regarding reaction temperature. The robust synthetic capacity of the photoredox Cadogan reaction systems has been demonstrated by the viable productivity of a broad range of carbazoles and related N-heterocycles with good tolerance of various functionalities.

Method for preparing 24'-acetyl 4-nitrobiphenyl and 14' -acetyl 2-nitrobiphenyl through nitrification of 4-acetylbiphenyl

The invention discloses a method for preparing 24'-acetyl 4-nitrobiphenyl and 14' -acetyl 2-nitrobiphenyl through nitrification of 4-acetylbiphenyl, mainly relating to the technical field of organic synthesis. The method comprises the following steps: 1) nitrification of 4-acetylbiphenyl: dissolving the 4-acetylbiphenyl with sufficient organic solvents, adding a nitrating agent, stirring and reacting for 10-20h under the condition of 15-30 DEG C, to obtain a mixture A; and 2) separation of products: adding sufficient deionized water and methylene chloride into the mixture A, continuously stirring for 15-30min, then standing and layering, taking lower-layer organic phase and sequentially washing with water, saturated Na2CO3 solution and water, drying the washed organic phase with anhydrous sodium sulfate until the solution is clarified and transparent, performing rotary evaporation to the remaining solids, and recrystallizing, to obtain the 24'-acetyl 4-nitrobiphenyl and 14' -acetyl 2-nitrobiphenyl. The method has the beneficial effects that the control and synthesis of two nitrification products can be realized, the reaction conversion rate and selectivity can be increased, the reaction conditions are mild, the aftertreatment flow is simple, the yield nitrification products is high, and the safety performance is better.

A 4 - (1-substituted phenylvinyl) biphenyl derivative and its preparation method and application

The invention relates to 4-(1-substituted-phenylvinyl)biphenyl derivatives, and a preparation method and application thereof. The structural general formula of the 4-(1-substituted-phenylvinyl)biphenyl derivatives is disclosed in the specification. The 4-(1-substituted-phenylvinyl)biphenyl derivatives can be used for preparing microtubulin inhibitors, protein kinase inhibitors and medicines for treating various cancers responding against cytotoxic activity (such as mammary cancer or colon cancer) and abnormal angiogenesis related cancers, and has the characteristics of high efficiency, low toxicity and multiplex inhibitory effects.

Transition-metal-free synthesis of phenanthridinones from biaryl-2-oxamic acid under radical conditions

Na2S2O8-promoted decarboxylative cyclization of biaryl-2-oxamic acid for phenanthridinones has been developed. This work illustrates the first example of intramolecular decarboxylative amidation of unactivated arene under transition-metal-free conditions. Additionally, this approach provides an efficient and economical method to access biologically interesting phenanthridinones, an important structure motif in many natural products. (Chemical Equation Presented).

Copper-catalyzed decarboxylation of aromatic carboxylic acids: En route to milder reaction conditions

The copper-catalyzed decarboxylation of carboxylic aromatic acids has been advantageously achieved by using aliphatic amines like tetramethylethylenediamine (TMEDA) or hexamethylenetetraamine (HMTA) as ligands instead of the aromatic heterocyclic amines (quinoline, phenanthroline) used until now. The improvement is significant since the reaction can be performed at a lower temperature (ca. 50 °C less) and the reaction time is clearly shorter (15 min instead of 12 to 24 h). Copyright

Decarboxylative biaryl synthesis in a continuous flow reactor

A practical protocol was developed that allows performing decarboxylative cross-coupling reactions in continuous flow reactors. Various biaryls were thus synthesized from aromatic carboxylic acids and aryl triflates using a Cu/Pd-catalyst system.

Pd-catalysed decarboxylative Suzuki reactions and orthogonal Cu-based O-arylation of aromatic carboxylic acids

Pd-catalysed decarboxylative Suzuki reactions and orthogonal Cu-based O-arylation reactions of aromatic carboxylic acids are reported. The new reactions may provide alternative routes for the synthesis of some biaryls and aromatic carboxylic esters. The Royal Society of Chemistry 2011.

Pd-catalyzed decarboxylative couplings of arenecarboxylic acids with aryl iodides

The combination of palladium chloride with BINAP shows high efficiency in the decarboxylative cross-coupling reactions of arenecarboxylic acids with aryl iodides. The reactions proceed smoothly to generate the corresponding biaryl compounds in good to excellent yields.

Biaryl and aryl ketone synthesis via Pd-catalyzed decarboxylase coupling of carboxylate salts with aryl triflates

A bimetallic catalyst system has been developed that for the first time allows the decarboxylative crosscoupling of aryl and acyl carboxylates with aryl triflates. In contrast to aryl halides, these electrophiles give rise to non-coordinating anions as byproducts, which do not interfere with the decarboxylation step that leads to the generation of the carbon nucleophilic crosscoupling partner. As a result, the scope of carboxylate substrates usable in this transformation was extended from ortho-substituted or otherwise activated derivatives to a broad range of ortho-, meta-, and para-substituted aromatic carboxylates. Two alternative protocols have been optimized, one involving heating the substrates in the presence of CuI/1,10- phenanthroline (10-15 mol %) and PdI2/phosphine (23 mol%) in NMP for 1-24 h, the other involving CuI/l,10-phenanthroline (615mol%) and PdBr2/Tol-BINAP (2 mol % ) in NMP using microwave heating for 5-10 min. While most products are accessible using standard heating, the use of microwave irradiation was found to be beneficial especially for the conversion of non-activated carboxylates with functionalized aryl triflates. The synthetic utility of the transformation is demonstrated with 48 examples showing the scope and limitations of both protocols. In mechanistic studies, the special role of microwave irradiation is elucidated, and further perspectives of decarboxylase crosscouplings are discussed.

Synthesis of biaryls and aryl ketones via microwave-assisted decarboxylative cross-couplings

A protocol for the microwave-assisted decarboxylative cross-couplings of carboxylic acid salts with aryl halides has been developed that allows the synthesis of various biaryls and aryl ketones in high yields. After careful adaptation of the bimetallic ca