73177-96-5

Upstream product

• 624-31-7 4-tolyl iodide 
• 27126-76-7 [hydroxy(tosyloxy)iodo]benzene 
• 69180-59-2 1-iodosyl-4-methylbenzene 
• 104-15-4 toluene-4-sulfonic acid 
• 16308-16-0 1-(diacetoxyiodo)-4-methylbenzene 
• 371-11-9 4-(difluoroiodo)toluene 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 71-43-2 benzene 
• 108-88-3 toluene 

Downstream Products

• 91228-62-5 p-tolyl(2-thienyl)iodonium tosylate 
• 85925-55-9 (2-Furyl)(4-methylphenyl)iodonium Tosylate 
• 73177-98-7 (2-methylphenyl)(4-methylphenyl)iodonium tosylate 
• 175348-71-7 3-(p-tolyliodonio)-1,4-naphthoquinone-2-imide 
• 25917-49-1 1-(4-chlorophenyl)-2-(p-tolylsulfonyloxy)ethanone 
• 7257-94-5 1-phenyl-2-(p-tolylsulfonyloxy)ethanone 
• 98475-04-8 1-(4-methylphenyl)-2-(p-tolylsulfonyloxy)ethanone 
• 87456-64-2 α-tosyloxypropiophenone 
• 1350523-27-1 (3-(ethoxycarbonyl)-5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepin-8-yl)(4-methylphenyl)iodonium tosylate 
• 1382355-02-3 (2-(2-(t-butoxycarbonylamino)ethyl)phenyl)(p-tolyl)iodonium p-toluenesulfonate 
• 1382355-12-5 (2-(2-(benzyloxycarbonylamino)ethyl)phenyl)(p-tolyl)iodonium p-toluenesulfonate 
• 1382355-22-7 (2-(2-acetamidoethyl)phenyl)(p-tolyl)iodonium p-toluenesulfonate 
• 1382355-32-9 (2-(2-(3,3-diethylureido)ethyl)phenyl)(p-tolyl)iodonium p-toluenesulfonate 
• 1428064-59-8 2,4-dimethoxyphenyl(4-methylphenyl)iodonium tosylate 

Relevant academic research and scientific papers

First hypervalent iodine(III)-catalyzed C-N bond forming reaction: Catalytic spirocyclization of amides to N-fused spirolactams

A protic solvent, 2,2,2-trifluoroethanol (CF3CH2OH), was successfully introduced into hypervalent iodine(iii)-involved catalytic cycles as an effective solvent, and the first iodoarene-catalyzed intramolecular carbon-nitrogen bond forming reaction was achieved under strong acid-free and mild conditions. The Royal Society of Chemistry.

Aryl gemfibrozil derivative hypervalent iodine compound and preparation method thereof

The invention discloses an aryl gemfibrozil derivative hypervalent iodine compound and a preparation method thereof. The structural formula of the aryl gemfibrozil derivative hypervalent iodine compound is formula (I). The aryl gemfibrozil derivative hype

Aryl naproxen derivative high-valence iodine compound, preparation method and application thereof

The invention discloses an aryl naproxen derivative high-valence iodine compound, a preparation method and application thereof, wherein a series of naproxen derivatives are prepared through preparation and derivatization of naproxen high-valence iodine co

Synthesis method of 5-HT2C receptor-specific PET radiotracer

The present invention relates to a synthesis method of a [^(18)F]5-fluoro-4-(((R)-1-(3-fluorophenyl)propan-2-yl)oxy)-2-((R)-2-methylpiperazin-1-yl)pyrimidin compound which is used as a 5-HT_(2c) receptor-specific radiotracer for positron emission tomograp

A Potential PET Radiotracer for the 5-HT2C Receptor: Synthesis and in Vivo Evaluation of 4-(3-[18F]fluorophenethoxy)pyrimidine

The serotonin 2C receptor subtype (5-HT2C) is an excitatory 5-HT receptor widely distributed throughout the central nervous system. As the 5-HT2C receptor displays multiple actions on various neurotransmitter systems including glutamate, dopamine, epinephrine, and γ-aminobutyric acid (GABA), abnormalities of the 5-HT2C receptor are associated with psychiatric diseases such as depression, schizophrenia, drug abuse, and anxiety. Up to date, three kinds of 5-HT2C PET radiotracers such as [11C]N-methylated arylazepine (1), [11C]WAY-163909 (2), and [18F]fluorophenylcyclopropane (3) have been developed, but they may not be suitable for in vivo 5-HT2C imaging study due to their modest specific binding. Herein, the synthesis and in vivo evaluation of 4-(3-[18F]fluorophenethoxy)pyrimidine [18F]4 as a potential PET radiotracer for the 5-HT2C receptor is described. [18F]4 was synthesized by nucleophilic aromatic substitution of diaryliodonium precursor 17a with a 7.8 ± 2.7% (n = 6, decay corrected) radiochemical yield and over 99% radiochemical purity, showing an 89 ± 14 GBq/μmol specific radioactivity. The in vivo PET imaging studies of [18F]4 with or without lorcaserin, a U.S. Food and Drug Administration approved selective 5-HT2C agonist, demonstrated that [18F]4 exhibits a high level of specific binding to 5-HT2C receptors in the rat brain.

Metathetical redox reaction of (diacetoxyiodo)arenes and iodoarenes

The oxidation of iodoarenes is central to the field of hypervalent iodine chemistry. It was found that the metathetical redox reaction between (diacetoxyiodo)arenes and iodoarenes is possible in the presence of a catalytic amount of Lewis acid. This discovery opens a new strategy to access (diacetoxyiodo)arenes. A computational study is provided to rationalize the results observed.

Approach to the synthesis of indoline derivatives from diaryliodonium salts

An effective method of constructing the indoline moiety via intramolecular nucleophilic ring closure of a diaryliodonium salt is described. Diacetoxyiodoarene compounds (1a-1e) were converted into intermediate Koser's reagent and coupled with arylstannanes (7-10) to form diaryliodonium salts (11a-14e). Indoline compounds with different N-protecting groups, 15, 16, 17, and 18, were synthesized in higher yields by treating salts (11a-14e) with Cs2CO3 and TEMPO. Regardless of the electronic environment of five para-substituted iodoarenes and the natures of four N-protected arylstannane groups, the conversion proceeded well to afford corresponding indolines in yields of 72-84 and 70-84%, respectively.

Various α-oxygen functionalizations of β-dicarbonyl compounds mediated by the hypervalent iodine(III) reagent p-iodotoluene difluoride with different oxygen-containing nucleophiles

p-Iodotoluene difluoride (p-Tol-IF2) has been found to be a general reagent for the effective introduction of various oxygen-containing functionalities including tosyloxy, mesyloxy, acetoxy, phosphoryloxy, methoxy, ethoxy and isopropoxy at the α-position of β-dicarbonyl compounds. These transformations can be readily realized by the use of the combined reagent of p-iodotoluene difluoride and various oxygen-containing nucleophilic compounds such as p-toluenesulfonic acid, methanesulfonic acid, acetic acid, diphenyl phosphate, methanol, ethanol and propan-2-ol under mild conditions, respectively. And, the in situ generated hypervalent iodine(III) species via ligand exchange between p-iodotoluene difluoride and the respective oxygen-containing nucleophiles are believed to be the real oxidizing agents in such transformations.

Facile synthesis of Koser's reagent and derivatives from iodine or aryl iodides

The first one-pot synthesis of neutral and electron-rich [hydroxy(tosyloxy)iodo]arenes (HTIBs) from iodine and arenes is presented, thereby avoiding the need for expensive iodine(III) precursors. A large set of HTIBs, including a polyfluorinated analogue, can be obtained from the corresponding aryl iodide under the same conditions. The reaction proceeds under mild conditions, without excess reagents, and is fast and high-yielding. Together, the two presented routes give access to a wide range of HTIBs, which are useful reagents in a variety of synthetic transformations.

4-MeC6H4I-mediated efficient -tosyloxylation of ketones with oxone and p- toluenesulfonic acid in acetonitrile

Various alkyl aryl ketones, dialkyl ketones, and cycloheptanone were efficiently converted into the corresponding -tosyl-oxy ketones in good yields by using Oxone and p-toluenesulfonic acid monohydrate in the presence of p-iodotoluene in aceton