- Generation of Aryl Radicals by the Oxidation of α-(Arylazo)triphenylmethanes by Cerium(IV) Ammonium Nitrate
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The one-electron oxidation of α-(arylazo)triphenylmethanes by cerium(IV) ammonium nitrate (CAN) generated aryl radicals along with the triphenylmethyl cation.When the reaction was carried out in the presence of appropriate radical-trapping agents, such as arenes and olefins, the corresponding addition products were obtained in moderate yield.The oxidation of the arylazo compounds with CAN was accelerated by the addition of acids.
- Arai, Noriyoshi,Narasaka, Koichi
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- Copper-Catalyzed Negishi Coupling of Diarylzinc Reagents with Aryl Iodides
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We report an efficient copper(I) iodide catalyzed cross-coupling of diarylzinc reagents with aryl iodides. The reaction proceeds under ligand-free conditions at low catalyst loading (5 mol%) and tolerates a variety of functional groups.
- Thapa, Surendra,Vangala, Adarsh S.,Giri, Ramesh
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- Control of reactive site in Palladium-Catalyzed grignard Cross-Coupling of arenes containing both bromide and triflate
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Reaction of 4-bromophenyl triflate (1) with phenylmagnesium bromide in the presence of 5 mol % of PdCl2(dppp) gave 97% yield of 4-bromobiphenyl (2a), which was formed by selective replacement of triflate in 1 by phenyl. On the other hand, bromide in 1 was substituted with the phenyl Grignard reagent selectively by use of PdCl2(meo-mop)2 to give 4-biphenyl triflate (3a) in high yield. The selective substitution was demonstrated to take place at the oxidative addition step to a palladium(0) species in a stoichiometric reaction of 1 with palladium(0) phosphine complexes.
- Kamikawa, Takashi,Hayashi, Tamio
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- Copper catalysed Gomberg-Bachmann-Hey reactions of arenediazonium tetrafluoroborates and heteroarenediazonium o-benzenedisulfonimides. Synthetic and mechanistic aspects
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Gomberg-Bachmann-Hey reactions were carried out in the presence of copper as a catalyst and gave rise to biaryls or heterobiaryls in good yields and in mild reaction conditions. A computational study of some key points of the reaction was performed. The results are coherent with the experimental data and confirm some aspects of the mechanism. The reaction free energies for the reduction in benzene by CuI of a set of 40 (hetero)arenediazonium tetrafluoroborates were calculated. Both the experiments and the calculations showed that in the coupling with substituted solvents (toluene, bromobenzene, nitrobenzene and anisole) the binding to the ortho position was always favoured.
- Antenucci, Achille,Barbero, Margherita,Dughera, Stefano,Ghigo, Giovanni
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- CRYSTALLINE AND SALT FORMS OF AN ORGANIC COMPOUND AND PHARMACEUTICAL COMPOSITIONS THEREOF
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Provided herein are various salts, including tris(hydroxymethyl)aminomethane salts and sodium salts, as well as various crystalline forms of the compound represented by the structural formula: Also provided are pharmaceutical compositions comprising these salts and crystalline forms, methods for their manufacture, and uses thereof for treating conditions, including but not limited to conditions that would benefit from inhibition of dihydroorotate dehydrogenase (DHODH).
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Paragraph 00286; 00288
(2020/07/14)
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- Direct C-C bond construction from arylzinc reagents and aryl halides without external catalysts
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Direct cross-coupling between an arylzinc reagent and an aryl halide was accomplished without any external catalyst, enabling efficient and selective formation of the corresponding biaryl compound with broad functional group compatibility. Direct cross-coupling between a diarylzinc compound and an aryl iodide was accomplished without using any external catalyst. The reaction is efficient and selective, enabling formation of the corresponding biaryl compounds with broad functional group compatibility. The reaction is proposed to proceed by a thermally initiated single electron transfer (SET) route. Copyright
- Minami, Hiroki,Wang, Xuan,Wang, Chao,Uchiyama, Masanobu
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p. 7891 - 7894
(2014/01/06)
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- Palladium-imidazolium-catalyzed carbonylative coupling of aryl diazonium ions and aryl boronic acids
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Palladium(II) acetate and N,N-bis-(2,6-diisopropylphenyl)dihydroimidazolium chloride (2 mol%) were used to catalyze the carbonylative coupling of aryl diazonium tetrafluoroborate salts and aryl boronic acids to form aryl ketones. Optimal conditions includ
- Andrus, Merritt B.,Ma, Yudao,Zang, Yunfu,Song, Chun
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p. 9137 - 9140
(2007/10/03)
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