1439-43-6

Usage

Uses

Used in Organic Synthesis:
1-(4-nitrophenyl)-2-(triphenyl-lambda~5~-phosphanylidene)ethanone serves as a key intermediate in organic synthesis, leveraging its strong electron-withdrawing properties to facilitate a range of chemical reactions. Its presence can enhance the reactivity of other molecules, making it a versatile component in the synthesis of complex organic compounds.
Used in Pharmaceutical Production:
In the pharmaceutical industry, 1-(4-nitrophenyl)-2-(triphenyl-lambda~5~-phosphanylidene)ethanone is utilized as a reagent in the production of various drugs. Its unique structure allows it to participate in reactions that lead to the formation of biologically active molecules, contributing to the development of new medications.
Used in Agrochemicals:
Similarly, in the agrochemical sector, 1-(4-nitrophenyl)-2-(triphenyl-lambda~5~-phosphanylidene)ethanone is employed in the synthesis of pesticides and other agricultural chemicals. Its electron-withdrawing nature can be harnessed to create molecules with specific pesticidal properties, enhancing crop protection strategies.
Used in Catalysis:
1-(4-nitrophenyl)-2-(triphenyl-lambda~5~-phosphanylidene)ethanone is also used as a catalyst or a catalyst precursor in various chemical processes. The phosphanylidene group can engage in coordination with metal centers, facilitating catalytic cycles and improving the efficiency of certain reactions.
Used in Coordination Chemistry:
In coordination chemistry, 1-(4-nitrophenyl)-2-(triphenyl-lambda~5~-phosphanylidene)ethanone finds application in the formation of metal complexes. The triphenyl-lambda~5~-phosphanylidene group can act as a ligand, binding to metal ions to form stable complexes with potential applications in sensing, imaging, and other areas.
Overall, 1-(4-nitrophenyl)-2-(triphenyl-lambda~5~-phosphanylidene)ethanone is a multifaceted compound with applications spanning across different industries in chemistry, making it an indispensable tool for researchers and practitioners alike.

Upstream product

• 17730-93-7 (4'-nitrophenacyl)triphenylphosphonium bromide 
• 7380-84-9 2-(dimethyl-λ⁴-sulfanylidene)-1-(4-nitrophenyl)ethan-1-one 
• 603-35-0 triphenylphosphine 
• 100-19-6 (4-nitrophenyl)ethanone 
• 99-81-0 4-Nitrophenacyl bromide 
• 1031-15-8 methyltriphenylphosphonium chloride 
• 122-04-3 4-nitro-benzoyl chloride 
• 16869-24-2 4-nitrobenzyl bromoacetate 

Downstream Products

• 73334-64-2 3-(4-Nitro-phenyl)-3-oxo-N-(1,2,2,2-tetrachloro-ethyl)-2-(triphenyl-λ⁵-phosphanylidene)-propionamide 
• 91585-41-0 1-(4-nitrophenyl)-2-(phenylselanyl)-2-(triphenylphosphaneylidene)ethan-1-one 
• 81787-18-0 2-[3-(4-Nitro-phenyl)-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-propylidene]-malononitrile 
• 79441-94-4 8-(4-Methoxy-phenyl)-4-(4-nitro-phenyl)-pyrazolo[5,1-c][1,2,4]triazine 
• 73334-71-1 N-(1-Butoxy-2,2,2-trichloro-ethyl)-3-(4-nitro-phenyl)-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-propionamide 
• 603-35-0 triphenylphosphine 
• 139266-51-6 2-[2-(4-Nitro-phenyl)-2-oxo-eth-(Z)-ylidene]-5-phenyl-furan-3-one 
• 149281-73-2 2-p-nitrobenzoylmethylene-5-phenyl-2,3-dihydro-3-furanone 
• 139266-52-7 5-(4-Methoxy-phenyl)-2-[2-(4-nitro-phenyl)-2-oxo-eth-(Z)-ylidene]-furan-3-one 
• 86429-41-6 (4-Nitrophenylethinyl)triphenylphosphonium-bromid 
• 55210-74-7 (E)-3-(3,5-Dichloro-2-hydroxy-phenyl)-1-(4-nitro-phenyl)-propenone 
• 791-28-6 Triphenylphosphine oxide 
• 6111-97-3 5-(4-nitrophenyl)-1H-1,2,3-triazole 
• 37992-32-8 β-p-Nitrophenyl-acrylsaeure 

Relevant academic research and scientific papers

Rh(iii)-catalyzed diastereoselective cascade annulation of enone-tethered cyclohexadienonesviaC(sp2)-H bond activation

Herein, we report highly diastereoselective arylative cyclization of enone-tethered cyclohexadienonesviaRh(iii)-catalyzed C-H activation ofN-methoxybenzamides. This reaction proceeds through the formation of a five-membered rhodacycle followed by bis-Michael cascade annulation to access functionalized bicyclic scaffolds with four contiguous stereocenters with a broad substrate scope. These products have excellent functional handles, allowing further synthetic transformation to increase the structural complexity. Furthermore, mechanistic studies of arylative cyclization and a gram-scale experiment are also presented.

The Influence of Substitution on Thiol-Induced Oxanorbornadiene Fragmentation

Oxanorbornadienes (ONDs) undergo facile Michael addition with thiols and then fragment by a retro-Diels-Alder (rDA) reaction, a unique two-step sequence among electrophilic cleavable linkages. The rDA reaction rate was explored as a function of the furan

Copper-Catalyzed N-O Cleavage of α,β-Unsaturated Ketoxime Acetates toward Structurally Diverse Pyridines

The copper-catalyzed [4 + 2] annulation of α,β-unsaturated ketoxime acetates with 1,3-dicarbonyl compounds for the synthesis of three classes of structurally diverse pyridines has been developed. This method employs 1,3-dicarbonyl compounds as C2 synthons and enables the synthesis of multifunctionalized pyridines with diverse electron-withdrawing groups in moderate to good yields. The mechanistic investigation suggests that the reactions proceed through an ionic pathway.

Catalyst-free green synthesis and study of antioxidant activity of new pyrazole derivatives

In this research, a novel procedure for the synthesis of pyrazole derivatives in excellent yields was studied using catalyst-free multicomponent reaction of isoquinoline, activated acetylenic compounds, alkyl bromides, triphenylphosphine and hydrazine in

A Ba/Pd Catalytic System Enables Dehydrative Cross-Coupling and Excellent E-Selective Wittig Reactions

A Ba/Pd cooperative catalysis system was developed to enable the dehydrative cross-coupling of allylic alcohols with P-ylides to occur directly and promote a subsequent Wittig reaction in one pot. A variety of multisubstituted 1,4-dienes were isolated in good to excellent yields with broad P-ylides (stabilized by both ester and ketone carbonyl groups) and aldehyde (aliphatic and aromatic) substrates with excellent E selectivity.

Organocatalytic Enantioselective Selenosulfonylation of a C-C Double Bond to Form Two Stereogenic Centers in an Aqueous Medium

Organocatalytic selenosulfonylation of the C-C double bond of α,β-unsaturated ketones to construct two contiguous stereogenic centers in an aqueous medium was described. A series of α-selenyl and β-sulfonyl ketones with various functional groups were synthesized in good yields and enantioselectivities with saturated NaCl solution as the solvent. In addition, this protocol had been successfully scaled up to a decagram scale via a simple workup procedure.

Tandem Wittig Reaction-Ring Contraction of Cyclobutanes: A Route to Functionalized Cyclopropanecarbaldehydes

An original tandem reaction consisting of a Wittig reaction-ring contraction process between α-hydroxycyclobutanone and phosphonium ylides has been developed. Highly functionalized cyclopropanecarbaldehydes are obtained in good to high yield.

Nonenzymatic Dynamic Kinetic Resolution of in situ Generated Hemithioacetals: Access to 1,3-Disubstituted Phthalans

The first nonenzymatic DKR reaction of hemithioacetals is developed. Hemithioacetals were formed in situ via thiol addition and subsequently underwent an intramolecular oxa-Michael reaction. The scope of the reaction was quite broad ranging from aliphatic to aromatic substituents and 1,3-disubstituted-1,3-dihyroisobenzofuran products were obtained in good yields with moderate diastereoselectivities and high enantioselectivities. (Figure presented.).

Novel hybrids derived from aspirin and chalcones potently suppress colorectal cancer in vitro and in vivo

Colorectal cancer (CRC) remains the fourth leading cause of cancer deaths around the world despite the availability of many approved small molecules for treatment. The issues lie in the potency, selectivity and targeting of these compounds. Therefore, new

Synthesis of trifluoromethyl-/cyclopropyl-substituted 2-isoxazolines by DBU-promoted domino reaction

NTrifluoromethyl and cyclopropyl substituted 2-isoxazolines were synthesized via a DBU-promoted domino reaction of β-trifluoromethyl-/β-cyclopropyl-substituted enones with hydroxylamine. The domino reaction consists of a Michael addition and the followed cyclization. A wide range of 3-substituted 5-cyclopropyl-5- trifluoromethyl-2-isoxazolines were obtained in good to excellent yields under mild reaction conditions. The method could also apply to other trifluoromethyl-substituted enones.