89487-91-2

Usage

Uses

2-Iodo-4-nitrophenol is used as a reactant in the preparation of iodophenols.

InChI:InChI=1/C6H4INO3/c7-5-3-4(8(10)11)1-2-6(5)9/h1-3,9H

Upstream product

• 100-02-7 4-nitro-phenol 
• 533-58-4 2-Iodophenol 
• 645-00-1 m-iodonitrobenzene 
• 7553-56-2 iodine 
• 7782-68-5 iodic acid 
• 7697-37-2 nitric acid 
• 64-19-7 acetic acid 
• 81681-49-4 2-iodo-4-nitroso-phenol 
• 540-38-5 p-Iodophenol 
• 5399-03-1 2-iodo-1-methoxy-4-nitrobenzene 
• 72212-81-8 2-hydroxy-5-nitrodiphenyliodonium ylide 
• 139-02-6 sodium phenoxide 
• 615-43-0 2-iodophenylamine 
• 609-73-4 o-nitroiodobenzene 

Downstream Products

• 100875-11-4 (2-iodo-4-nitro-phenyl)-octyl ether 
• 5399-03-1 2-iodo-1-methoxy-4-nitrobenzene 
• 504421-91-4 2-iodo-4-nitrophenyl acetate 
• 16237-97-1 5-nitro-2-phenylbenzofuran 
• 90322-48-8 (5-nitro-1-benzofuran-2-yl)methanol 
• 125728-62-3 4-azido-2-iodophenol 
• 851077-62-8 2-iodo-4-nitrophenyl 4-methylbenzenesulfonate 
• 846023-26-5 2-iodo-4-nitro-phenetole 
• 714964-32-6 (2S,3R,4R)-4-(4-Azido-2-iodo-phenoxy)-3-methoxycarbonylmethyl-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester 
• 504421-98-1 acetic acid 4-nitro-2-pent-1-ynyl-phenyl ester 
• 1007383-09-6 2-[N-allyl-N-(2-iodo-4-nitrophenyl)amino]-N-cyclohexyl-4-methylpentanamide 
• 1040741-64-7 2-(allyl(2-iodo-4-nitrophenyl)amino)-N-benzylbutanamide 
• 1007383-06-3 2-(allyl(2-iodo-4-nitrophenyl)amino)-N-benzyl-4-methylpentanamide 
• 1040741-84-1 N-(4-chloro-benzyl)-2-(3-methyl-5-nitro-indol-1-yl)-butyramide 

Relevant academic research and scientific papers

Visible-Light-Induced Radical Carbo-Cyclization/ gem-Diborylation through Triplet Energy Transfer between a Gold Catalyst and Aryl Iodides

Geminal diboronates have attracted significant attention because of their unique structures and reactivity. However, benzofuran-, indole-, and benzothiophene-based benzylic gem-diboronates, building blocks for biologically relevant compounds, are unknown. A promising protocol using visible light and aryl iodides for constructing valuable building blocks, including benzofuran-, indole-, and benzothiophene-based benzylic gem-diboronates, via radical carbo-cyclization/gem-diborylation of alkynes with a high functional group tolerance is presented. The utility of these gem-diboronates has been demonstrated by a 10 g scale conversion, by versatile transformations, by including the synthesis of approved drug scaffolds and two approved drugs, and even by polymer synthesis. The mechanistic investigation indicates that the merging of the dinuclear gold catalyst (photoexcitation by 315-400 nm UVA light) with Na2CO3 is directly responsible for photosensitization of aryl iodides (photoexcitation by 254 nm UV light) with blue LED light (410-490 nm, λmax = 465 nm) through an energy transfer (EnT) process, followed by homolytic cleavage of the C-I bond in the aryl iodide substrates.

Ultrasonically assisted halogenation of aromatic compounds using isoquinolinium bound hypervalent chromium and tetrabutylammonium halides in PEG-600 solutions under acid free and solvent-free conditions

Isoquinolinium bound Cr(VI) reagents like isoquinolinium dichromate (IQDC) and isoquinolinium chlorochromate (IQCC) have been successfully accomplished as efficient reagents for oxidative halogenation of aromatic compounds using tetrabutylammonium halide (TBAX) as halogenating agents in aqueous polyethylene glycol (PEG-600) under acid free conditions. Tetrabutylammonium bromide (TBAB) has been used for bromination and tetrabutylammonium iodide (TBAI) for iodination. The halogenation reactions that occurred smoothly in 2 to 7 h under conventional conditions are accelerated magnificently under sonication with few minutes (25 to 70 min) of reaction time and fairly good yields. The reactions occurred at moderate temperature under mild and environmentally safe conditions with simple work up.

What Is the Structure of the Antitubercular Natural Product Eucapsitrione?

1,5,7-Trihydroxy-6H-indeno[1,2-b]anthracene-6,11,13-trione (1), proposed to be the antitubercular natural product eucapsitrione, has been synthesized in 43% overall yield and six steps, including a key Suzuki-Miyaura biaryl coupling and a directed remote

11C-Labeling of aryl ketones as candidate histamine subtype-3 Receptor PET radioligands through Pd(0)-Mediated 11C-Carbonylative coupling

Pd(0)-mediated coupling between iodoarenes, [11C]carbonmonoxide and aryltributylstannanes has been used to prepare simple model [11C]aryl ketones. Here, we aimed to label four 2-Aminoethylbenzofuran chemotype based molecules ([1

Cyclopropenones for Metabolic Targeting and Sequential Bioorthogonal Labeling

Cyclopropenones are attractive motifs for bioorthogonal chemistry, owing to their small size and unique modes of reactivity. Unfortunately, the fastest-reacting cyclopropenones are insufficiently stable for routine intracellular use. Here we report cyclop

Isoquinolinium Dichromate and Chlorochromate as Efficient Catalysts for Oxidative Halogenation of Aromatic Compounds under Acid-Free Conditions

Isoquinolinium dichromate and isoquinolinium chlorochromate were found as efficient catalysts to trigger oxidative bromination and iodination of aromatic hydrocarbons with KBr/KI and KHSO4 under acid-free conditions. Reaction times reduced highly significantly under sonication, followed by corresponding mono bromo derivatives in very good yield with high regioselectivity.

One-pot syntheses of 2,6-diiododiaryl ethers from para-EWG-substituted phenols by diacetoxyiodobenzene

2,6-Diiododiaryl ethers are not only useful blocks to construct substituted diaryl ethers but are also characteristic drug precursors. In this research, a one-pot tandem oxidation of phenols substituted with electron-withdrawing group at the para position by excess diacetoxyiodobenzene is proven as a novel and efficient method for preparing 2,6-diiododiaryl ethers. Using this method, three new 2,6-diiododiaryl ethers, namely, methyl 3,5-diiodo-2-methoxy-4-phenoxybenzoate (2), methyl 3,5-diiodo-4-phenoxybenzoate (6), and 1-(2,6-diiodo-4-nitrophenoxy)benzene (7) were readily obtained from the corresponding phenols, and the yields were good.

Convergent synthesis of dronedarone, an antiarrhythmic agent

We have developed a convergent synthesis of dronedarone, an antiarrhythmic agent. The key steps of the process are the construction of a benzofuran skeleton by iodocyclization and the carbonylative Suzuki-Miyaura cross-coupling for biaryl ketone formation. This synthetic route required only eight steps from 2-amino-4-nitrophenol in 23% overall yield.

A facile and efficient synthesis of dronedarone hydrochloride

A facile and efficient synthesis of dronedarone hydrochloride starting from commercially available 4- nitrophenol is described. This approach features a tandem-type synthesis of 3-carbonylated benzofuran involving cyclization of 2-ethynylphenol followed by CO2 fixation at the 3-position of the benzofuran ring mediated by potassium carbonate without the addition of any transition metal catalyst.

One-pot synthesis of 2,2′-bisbenzofurans using cuprous chloride as a catalyst

A variety of novel 5,5′-disubstituted-2,2′-bisbenzofuran derivatives were synthesized by treatment of 4-substituted-2-(2- trimethylsilylethynyl)phenyl tert-butyldimethylsilyl ether analogues with CuCl as a catalyst in 62-82% isolated yields. This novel st