30427-93-1Relevant academic research and scientific papers
Cu(I)-PNF, an organic-based nanocatalyst, catalyzed C-O and C-S cross-coupling reactions
Taherinia, Zahra,Ghorbani-Choghamarani, Arash
, p. 46 - 52 (2019/01/10)
Peptide nanofiber has been prepared via a self-assembly protocol and decorated with Cu(I) to prepare a nanostructural catalyst. The catalytic activity of this prepared nanomaterial (Cu(I)-PNF) was examined in C-O and C-S cross-coupling reactions. Compared with conventional copper-ligand catalytic systems, CuNP-PNF has unique advantages such as water solubility, high efficiency, and low cost, which makes it a highly efficient and beneficial catalyst to reuse in cross-coupling reactions.
Para-Selective Cu-Catalyzed C-H Aryloxylation of Electron-Rich Arenes and Heteroarenes
Sokolovs, Igors,Suna, Edgars
, p. 371 - 379 (2016/01/25)
Cu-catalyzed reaction of phenols with electron-rich arene or heteroarene ligands of unsymmetrical diaryl-λ3-iodanes is a key step in the developed one-pot two-step method for intermolecular para-selective C-H aryloxylation of heteroarenes and arenes.
Copper mediated formation of carbon-heteroatom bonds using organoboron reagents and ultrasound
Musolino, Bryan J.,Kabalka, George W.
, p. 271 - 297 (2015/03/04)
This report summarizes research efforts focused on copper acetate mediated reactions to form new carbon-heteroatom bonds using organoboron reagents under ultrasound irradiation. The method involves the application of ultrasound irradiation to the Chan-Evans-Lam reaction to achieve O-arylation of phenols, N-arylation of anilines and indoles, and S-arylation of thiols. Ultrasound irradiation was found to decrease reaction times from 72 hours to 4 hours while improving the product yields an average of 20%.1 Representative C-O, C-N, and C-S coupling reactions were successfully scaled-up from the milligram to gram levels while maintaining good product yields offering potential applications in industrial processes.
Nucleophilic reactions of 5-(aryl)thianthrenium bromides with sodium aryl oxides
Qian, Ding-Quan,Shine, Henry J.,Thurston, John H.,Whitmire, Kenton H.
, p. 142 - 147 (2007/10/03)
Reactions between 5-(aryl)thianthrenium bromides (1a-e) with aryl (Ar) groups phenyl (a), p-tolyl (b), p-anisyl (c), p-chlorophenyl (d) and p-bromophenyl (e) and sodium aryl oxides (7a-c, Ar′ONa, Ar′ = phenyl, p-tolyl and p-chlorophenyl) were carried out in acetonitrile at 80°C. Results are compared with those of earlier reactions of 1a-e with corresponding sodium aryl thiolates (Ar′SNa). In contrast with the thiolate reactions, those with 7a-c were too slow at room temperature to be useful. Reactions of 1a-c at 80°C gave small amounts of benzene and toluene from la and b, small amounts of diaryl ethers ArOAr′ (9) and thianthrene (Th) and large amounts (90-97%) of 2-(ArS)-2′-(Ar′O)diphenyl sulfide (10). Compared with reactions of 1a-c, those of 1d and e gave larger amounts (10-17%) of 9, lesser amounts (25-30%) of 10 and substantial amounts (42-55%) of 2-[4-(Ar′O)-ArS]-2′-(Ar′O)diphenyl sulfide (12). Small amounts of 1,4-di(Ar′O)benzene (11) were also obtained from reactions of Id and e. Formation of 11 and 12 is preceded by replacement of halogen by Ar′O-. Structures of products 10 and 12 were deduced by comparison with earlier products from thiolate reactions, elemental analyses, mass spectrometry molecular masses and, in the case of 10, the crystal structure of 10d. It is proposed that products 9-12 are formed by nucleophilic reactions of Ar′O- at ipso positions in 1. Copyright
2,2′-Dimethoxy-1,1′-binaphthyl-3,3′-diboronic acid, a versatile intermediate in the synthesis of 3,3′-diaryl substituted binaphthyl derivatives
Kratky, Petra,Haslinger, Ulrike,Widhalm, Michael
, p. 1319 - 1327 (2007/10/03)
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
Process for the preparation of diphenyl ethers
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, (2008/06/13)
Diphenyl ethers are prepared by Ullmann reaction of alkali metal phenolates with halobenzenes in the presence of basic copper carbonate and/or copper salts of lower aliphatic carboxylic acids as catalysts. These special catalysts have a better catalytic activity than other copper catalysts known for the Ullmann reaction. The diphenyl ethers prepared or obtainable according to the invention are mainly intermediates in diverse fields such as pharmaceuticals or plant protecting agents.
