- R4NHal/NOHSO4: A Usable System for Halogenation of Isoxazoles, Pyrazoles, and beyond
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A new convenient and versatile halogenating system (R4NHal/NOHSO4), giving straightforward and general access to halogenated 3,5-diaryl- and alkylarylisoxazoles, pyrazoles and electron-rich benzenes from the corresponding scaffolds, is suggested. The method provides excellent regioselectivity, scalability to the gram scale, and a broad scope for both aromatics and halogens. A three-step, one-pot reaction protocol was developed, and a series of 3,5-diaryl-4-haloisoxazoles has been efficiently synthesized from 1,2-diarylcyclopropanes under suggested nitrosating-halogenating conditions.
- Bondarenko, Oksana B.,Karetnikov, Georgy L.,Komarov, Arseniy I.,Pavlov, Aleksandr I.,Nikolaeva, Svetlana N.
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supporting information
p. 322 - 332
(2021/01/14)
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- Mass production method of 4,4'-oxydianiline from 1,4-diiodobenzene
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The present invention relates to a method for producing 4,4andprime;-oxydianiline using 1,4-diiodobenzene. After 4,4andprime;-oxybis (iodobenzene) is produced by using a Cu catalyst and 1,4-diiodobenzene in a polar solvent mixed with water, 4,4andprime;-oxydianiline can be produced through amination with ammonia introduced without a separate purification process. Therefore, compared to the conventional invention, there is an advantage in that 4,4andprime;-oxydianiline can be directly produced through amination without an intermediate purification process. In addition, expensive iodine used in the reaction is recovered as ammonium iodide and can be used again to produce 1,4-diiodobenzene, so the process efficiency is high.COPYRIGHT KIPO 2020
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Paragraph 0024-0025; 0027-0037
(2020/07/02)
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- COMPOUNDS FOR USING IN IMAGING AND PARTICULARLY FOR THE DIAGNOSIS OF NEURODEGENERATIVE DISEASES
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The invention relates to compounds of formula (II) for using in imaging and particularly for the diagnosis of neurodegenerative diseases
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Paragraph 0900; 0901
(2019/07/23)
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- IAP inhibitor and its preparation and use (by machine translation)
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The invention of formula (I) compound and its pharmaceutically acceptable salt. Such compounds can be used for inhibiting IAP, thus can be used for the treatment of the IAP-mediated diseases, such as cancer, autoimmune diseases, and viral diseases. The invention also relates to pharmaceutical compositions of such compounds, the method of preparing such compounds and the compound or pharmaceutical composition in preparation for the treatment of cancer by the IAP-mediated, autoimmune diseases, and viral diseases in the application. (by machine translation)
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Paragraph 0176-0180
(2018/03/24)
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- IBX-I2 redox couple for facile generation of IOH and I +: Expedient protocol for iodohydroxylation of olefins and iodination of aromatics
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(Chemical Equation Presented) IBX is readily reduced to IBAin the presence of molecular iodine in DMSO to generate hypoiodous acid (IOH), which reacts with a variety of olefins as well as R, β-unsaturated ketones leading to their respective iodohydrins with anti stereochemistry. The same redox chemistry in acetonitrile containing TFA produces iodonium ions for facile iodination of a variety of aromatic compounds in respectable isolated yields.
- Moorthy, Jarugu Narasimha,Senapati, Kalyan,Kumar, Sarvesh
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supporting information; experimental part
p. 6287 - 6290
(2009/12/08)
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- 1,3-Diiodo-5,5-dimethylhydantoin-An efficient reagent for iodination of aromatic compounds
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1,3-Diiodo-5,5-dimethylhydantoin in organic solvents successfully iodinates alkylbenzenes, aromatic amines, and phenyl ethers. The reactivity of electrophilic iodine is controlled by acidity of the medium. Superelectrophilic iodine generated upon dissolution of 1,3-diiodo-5,5-dimethylhydantoin in sulfuric acid readily reacts with electron-deficient arenes at 0 to 20°C with formation of the corresponding iodo derivatives in good yields. The structure of electrophilic iodine species generated from 1,3-diiodo-5,5- dimethylhydantoin in sulfuric acid is discussed.
- Chaikovskii,Filimonov,Funk,Skorokhodov,Ogorodnikov
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p. 1291 - 1296
(2008/03/27)
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- Synthesis and structure of cyclic oligo(p-phenylene oxide)s, -(C 6H4O)n- (n = 6-10)
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Stepwise growth of oligo(p-phenylene oxide)s and cyclization via the Ullmann coupling reaction by using CuI/N,N-dimethylglycine afforded cyclic oligo(p-phenyleneoxide)s, -(C6H4O)n-(n = 6-10). The structure of the new cyclophanes was determined by X-ray crystallography, which revealed that they have planar or slightly bent structures with diameters of 1.0-1.5 nm.
- Takeuchi, Daisuke,Asano, Itaru,Osakada, Kohtaro
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p. 8614 - 8617
(2007/10/03)
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- Synthesis of ethynyl end-capped oligo-aryl ethers
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A series of aryl ether oligomers end-capped with ethynyl groups have been synthesised via a three-step process, i.e. iodination of oligo-aryl ethers, nucleophilic substitution of the iodide group with 2-methyl-3-butyn-2-ol catalysed by Pd/Cu and subsequen
- Xu, Jinfeng,Lai, Guo-Qiao,Wang, Cheng-Yun,Shen, Yong-Jia
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p. 572 - 574
(2007/10/03)
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- Solid-phase iodination of arenes with the system iodine-diacetoxy(phenyl)- λ3-iodane
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The system iodine-diacetoxy(phenyl)-λ3-iodane in the solid phase is capable of iodinating activated arenes.
- Krasnokutskaya,Trusova,Filimonov
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p. 1750 - 1751
(2007/10/03)
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- Direct and regioselective iodination and bromination of benzene, naphthalene and other activated aromatic compounds using iodine and bromine
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Direct and regioselective iodination and bromination of benzene, naphthalene and other activated aromatic compounds with iodine and bromine or their sodium salts proceed well in the presence of Fe(NO3) 3·1.5N2O4/charcoal in CH 2Cl2 at room temperature.
- Firouzabadi,Iranpoor,Shiri
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p. 8781 - 8785
(2007/10/03)
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- Mild and regioselective iodination of electron-rich aromatics with N-iodosuccinimide and catalytic trifluoroacetic acid
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A variety of aromatics compounds substituted with methoxy or methyl groups were regioselectively iodinated with N-iodosuccinimide and catalytic trifluoroacetic acid with excellent yields under mild conditions and short reaction times.
- Castanet, Anne-Sophie,Colobert, Fran?oise,Broutin, Pierre-Emmanuel
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p. 5047 - 5048
(2007/10/03)
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- Iodination of activated arenes using silfen: An improved protocol
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A simple and direct method for the iodination of activated arenes, using molecular iodine and silfen (silica supported ferric nitrate nonahydrate) as an oxidant, is presented. The reactions are performed at 20°C in dichloromethane. The method provides an easy access to the corresponding iodinated products in good yields. The observed orientation effects are in agreement with those based on general aromatic electrophilic substitution theory.
- Tilve, Rutuja D.,Alexander, Varughese M.,Khadilkar, Bhushan M.
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p. 9457 - 9459
(2007/10/03)
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- 2,4,6,8-tetraiodo-2,4,6,8-tetraazabicyclo[3.3.0]octane-3,7-dione as a mild and convenient reagent for iodination of aromatic compounds
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2,4,6,8-Tetraiodo-2,4,6,8-tetraazabicyclo[3.3.0]octane-3,7-dione (tetraiodoglycoluril) is a convenient reagent for preparative iodination of benzene, alkylbenzenes, polycyclic hydrocarbons, aromatic amines, and phenol ethers in organic solvents under mild conditions.
- Chaikovski,Filimonov,Yagovkin,Ogorodnikov
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p. 2411 - 2415
(2007/10/03)
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- Iodination of aromatic compounds with iodine monochloride in aqueous sulfuric acid
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Iodine monochloride in aqueous sulfuric acid turned out to be a convenient and general reagent for preparative iodination of alkylbenzenes, phenol ethers, and aromatic amines. The relative selectivity and activity of iodine monochloride in aqueous solutions of sulfuric acid with various concentrations were determined using toluene as model substrate. Raising the sulfuric acid concentration results in considerable increase of the electrophilicity of ICl. Effective sulfuric acid concentrations were determined for specific substrate series. Iodine monochloride in aqueous sulfuric acid shows enhanced selectivity in the synthesis of monoiodo derivatives.
- Chaikovskii,Filimonov,Kharlova,Chernova,Sharapova
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p. 666 - 670
(2007/10/03)
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- Synthetic use of poly[4-(diacetoxyiodo)styrene] for organic reactions
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Poly[4-(diacetoxyiodo)styrene] is sufficiently reactive for the iodination of aromatics, the oxidative 1,2-aryl migration of alkyl aryl ketones, the α-hydroxylation of ketones, and the oxidation of hydroquinones and sulfides similarly to (diacetoxyiodo)benzene. Here, those reactions with poly[4-(diacetoxyiodo)styrene] are very useful because of the simple operation; thus, filtration gives the crude products and recovered poly(4- iodostyrene), and then poly[4-(diacetoxyiodo)-styrene] can be regenerated by oxidation of the recovered poly(4-iodostyrene), which are reused for the same reactions.
- Togo, Hideo,Abe, Seiichiro,Nogami, Genki,Yokohama, Masataka
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p. 2351 - 2356
(2007/10/03)
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- Study of a system I2-NO3 in acetic acid as convenient reagent for iodination of arenes and carbazoles
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Iodine in the presence of sodium, potassium, and calcium nitrates in acetic acid efficently iodinates activeted arenes and carbazoles. The oxygen was shown not to be an indispensible reaction component. A scheme was suggested describing I+ generation in the system via a series of redox processes with participation of NO-3.
- Yusubov,Perederina,Filimonov,Jin, Ho-Whan,Chi, Ki-Whan
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p. 1191 - 1195
(2007/10/03)
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- Synthetic application of poly[styrene(iodoso diacetate)]
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Poly[styrene(iodoso diacetate)] is sufficiently reactive to effect the iodination of aromatics and oxidative 1,2-aryl migration of alkyl aryl ketones as (diacetoxyiodo)benzene, and can be regenerated and reused for the same reactions.
- Togo, Hideo,Nogami, Genki,Yokoyama, Masataka
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p. 534 - 536
(2007/10/03)
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- Synthetic use of 1-(p-toluenesulfonyloxy)-1,2-benziodoxol-3(1H)-one: Iodination of aromatic rings
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Treatment of various aromatic compounds with 1-(p-toluenesulfonyloxy)-1,2-benziodoxol-3(1H)-one 1A and iodine gave the corresponding iodinated compounds in good yields. Similarly, chlorination and bromination proceeded effectively. As compared with other trivalent iodine compounds, the iodinane 1A showed the best reactivity as a halogenation reagent.
- Muraki, Takahito,Togo, Hideo,Yokoyama, Masataka
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p. 286 - 288
(2007/10/03)
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- 2,2′-Dimethoxy-1,1′-binaphthyl-3,3′-diboronic acid, a versatile intermediate in the synthesis of 3,3′-diaryl substituted binaphthyl derivatives
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2,2′-Dimethoxy-1,1′-binaphthyl-3,3′-diboronic acid was prepared in 48% yield from 2,2′-dimethoxy-1,1′-binaphthyl and used as a key intermediate in Suzuki cross-coupling reactions to yield various 2,2′,3,3′-symmetrically substituted binaphthyl derivatives
- Kratky, Petra,Haslinger, Ulrike,Widhalm, Michael
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p. 1319 - 1327
(2007/10/03)
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- An efficient and regioselective direct aromatic iodination using iodine and nitrogen dioxide
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Direct iodination of a variety of aromatic compounds is achieved by using nitrogen dioxide as an oxidant in addition to iodine. The reaction affords aromatic monoidodides m high yields with high para-regioselectivity. 4,4'- Diiodo binuclear compounds are also obtained effectively by controlling the stoichiometry.
- Noda, Yumiki,Kashima, Mikito
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p. 6225 - 6228
(2007/10/03)
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- A Novel Aromatic Iodination Method Using F2
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A new method for direct aromatic iodination with IF, made in situ from the corresponding elements, is described.Depending on the reaction time and temperature, mono- or polyiodination can be achieved.Even deactivated aromatic rings can be directly iodinated without the presence of any Friedel-Crafts catalyst.Sensitive groups such as aromatic aldehydes are not affected by the reagent.
- Rozen, Shlomo,Zamir, Dov
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p. 3552 - 3555
(2007/10/02)
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- Iodination of Aromatic Ethers by Use of Benzyltrimethylammonium Dichloroiodate and Zinc Chloride
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The reaction of aromatic ethers with benzyltrimethylammonium dichloroiodate(1-) in acetic acid in the presence of zinc chloride at room temperature gave iodo-substituted aromatic ethers in good yields.
- Kajigaeshi, Shoji,Kakinami, Takaaki,Moriwaki, Masayuki,Watanabe, Masakazu,Fujisaki, Shizuo,Okamoto, Tsuyoshi
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p. 795 - 798
(2007/10/02)
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- Method for making 4,4'-dihydroxydiphenyl ether
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A method for making 4,4'-dihydroxydiphenyl ether from diphenyl ether by oxidatively iodinating diphenyl ether to 4,4'-diiododiphenyl ether and/or 4-hydroxy-4'-iododiphenyl ether, hydrolyzing this product with a base, recovering iodine from the solution containing iodide, and recycling the iodine to the iodination step.
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- REAGENTS ABD SYNTHETIC METHODS-40 HALOSILANES/CHROMIUM TRIOXIDE AS EFFICIENT OXIDIZING REAGENTS
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Synthetic utility of halosilanes-chromium trioxide reagents as excellent new oxidizing agents is described.They are highly efficient for the oxidation of alcohols to carbonyl compounds, for the oxidative coupling of mercaptans intodisulfides and for a mild cleavage of oximes to carbonyl compounds.Chlorotrimethylsilane-chromium trioxide has been shown to be an efficient oxidizing agent for the conversion of arylmethanes to benzaldehydes.The reagent is applied to the oxidative cleavage of some benzyl esters.A mild procedure for the iodination of organic compounds by means of in situ generated iodonium species from this reagent and molecular iodine is also described.
- Aizpurua, J. M.,Juaristi, M.,Lecea, B.,Palomo, C.
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p. 2903 - 2912
(2007/10/02)
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- A SIMPLE METHOD FOR THE IODINATION OF AROMATIC COMPOUNDS
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The iodine - (trifluoroacetoxyiodo)benzene system is effective for the iodination of aromatic compounds, alkylbenzenes, various polynuclear aromatic hydrocarbons, halogenobenzenes, and some heterocyclic compounds.Trifluoroacetyl hypoiodite, which is a source of electrophilic iodine, is probably formed initially.Trifluoroacetyl hypoiodite can be generated in situ from (diacetoxyiodo)benzene and trifluoroacetic acid.
- Merkushev, E. B.,Yudina, N. D.
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p. 2320 - 2322
(2007/10/02)
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