13858-68-9Relevant academic research and scientific papers
Metal-Free Aerobic Oxidative Selective C-C Bond Cleavage in Heteroaryl-Containing Primary and Secondary Alcohols
Xia, Anjie,Qi, Xueyu,Mao, Xin,Wu, Xiaoai,Yang, Xin,Zhang, Rong,Xiang, Zhiyu,Lian, Zhong,Chen, Yingchun,Yang, Shengyong
supporting information, (2019/05/07)
A transition-metal-free aerobic oxidative selective C-C bond-cleavage reaction in primary and secondary heteroaryl alcohols is reported. This reaction was highly efficient and tolerated various heteroaryl alcohols, generating a carboxylic acid derivative and a neutral heteroaromatic compound. Experimental studies combined with density functional theory calculations revealed the mechanism underlying the selective C-C bond cleavage. This strategy also provides an alternative simple approach to carboxylation reaction.
Direct C-H Arylation of Heteroarenes with Copper Impregnated on Magnetite as a Reusable Catalyst: Evidence for CuO Nanoparticle Catalysis in Solution
Vásquez-Céspedes, Suhelen,Chepiga, Kathryn M.,M?ller, Nadja,Sch?fer, Andreas H.,Glorius, Frank
, p. 5954 - 5961 (2016/09/09)
A reusable copper-based catalyst system was employed for the direct arylation of electron-rich heteroarenes. Under mild and operationally simple reaction conditions good yields and selectivities were obtained using diaryliodonium salts as coupling partners. A combination of experimental methods including kinetic studies, filtration tests, and a series of analytical tools (TXRF, ICP-MS, SEM, XPS, TEM, EFTEM) provide evidence for catalytically active soluble nanoparticles formed from an amorphous heterogeneous precursor. Mechanistic studies hint at a redox-neutral process which promotes counterion dissociation from the diaryliodonium salt by a copper(II) oxide species.
In-Depth Assessment of the Palladium-Catalyzed Fluorination of Five-Membered Heteroaryl Bromides
Milner, Phillip J.,Yang, Yang,Buchwald, Stephen L.
supporting information, p. 4775 - 4780 (2015/10/28)
A thorough investigation of the challenging Pd-catalyzed fluorination of five-membered heteroaryl bromides is presented. Crystallographic studies and density functional theory (DFT) calculations suggest that the challenging step of this transformation is
Inhibition of 17β-HSD1: SAR of bicyclic substituted hydroxyphenylmethanones and discovery of new potent inhibitors with thioether linker
Abdelsamie, Ahmed S.,Bey, Emmanuel,Hanke, Nina,Empting, Martin,Hartmann, Rolf W.,Frotscher, Martin
, p. 394 - 406 (2014/07/07)
Estradiol is the most potent estrogen in humans. It is known to be involved in the development and proliferation of estrogen dependent diseases such as breast cancer and endometriosis. The last step of its biosynthesis is catalyzed by 17β-hydroxysteroid d
Synthesis of functionalized 2-arylthiophenes with triarylbismuths as atom-efficient multicoupling organometallic nucleophiles under palladium catalysis
Rao, Maddali L. N.,Banerjee, Debasis,Dhanorkar, Ritesh J.
supporting information; experimental part, p. 1324 - 1330 (2011/07/07)
Atom-efficient cross-coupling reactions of functionalized 2-bromo- and 2-iodothiophenes have been demonstrated using triarylbismuths as atom-efficient multicoupling organometallic nucleophiles under palladium-catalyzed conditions. These couplings with various functionalized triarylbismuths proceeded smoothly to afford the corresponding functionalized 2-arylthiophenes in high yields. Georg Thieme Verlag Stuttgart · New York.
Mild and ligand-free palladium-catalysed Suzuki-Miyaura cross-couplings in aqueous two-phase system
Guo, Sheng-Rong,Yuan, Yan-Qin
experimental part, p. 745 - 749 (2010/03/03)
Pd(OAc)2 combined with an ethanol/K2HPO4 aqueous two-phase system was developed as an inexpensive and efficient catalytic system for Suzuki-Miyaura cross-coupling. The couplings between aryl iodides and arylboronic acids proceeded smoothly in moderate to excellent yields at 60°C in the aqueous two-phase system, and aryl bromides required a higher reaction temperature (reflux at about 80°C) to improve the yield.
Palladium-catalyzed multiple arylation of thiophenes
Okazawa, Toru,Satoh, Tetsuya,Miura, Masahiro,Nomura, Masakatsu
, p. 5286 - 5287 (2007/10/03)
Secondary 2-thiophenecarboxamides efficiently undergo unique triarylation accompanied by formal decarbamoylation under palladium catalysis. 3-Substituted thiophenes, especially having an electron-withdrawing group, can also be triarylated. Copyright
The reaction of unsaturated carbonyl compounds with "activated" sulfur (II). Formation of cyclic disulfide and polysulfides
Chiacchio, Ugo,Corsaro, Antonino,Pistara, Venerando,Purrello, Giovanni,Rescifina, Antonio
, p. 41 - 51 (2007/10/03)
From the reaction of cinnamylideneacetophenone (1), sulfur and triethylamine in suitable solvents at room temperature, phenyl{3-[(E)-1-((5-benzoyl-3H-1,2-dithiol-3-ylidene)phenylmethyldisulfenyl)-1- phenylmethylidene]-3H-l,2-dithiol5-yl}methanone (7) was
The reaction of unsaturated carbonyl compounds with "activated" sulfur. PART 3.1 Reaction course
Chiacchio, Ugo,Corsaro, Antonino,Pistara?, Venerando,Rescifina, Antonio,Purrello, Giovanni
, p. 463 - 474 (2007/10/03)
A reaction course of the process which starts from (2E,4E)-1,5-diphenyl-2,4-pentandien-1-one 1 by reaction with sulfur and triethylamine at room temperature and completes to give phenyl(5-phenyl-2-thienyl)methanone 5, is proposed and discussed.
Oxidation reactions of 4H-chalcogenopyrans
Drevko,Smushkin,Kharchenko
, p. 777 - 780 (2007/10/03)
We have studied the oxidation of 4H-chalcogenopyrans and chalcogenopyrylium salts by lead tetraacetate. We have established that the major reaction products on oxidation of 2,6-diphenyl-4H-thiopyran and selenopyran are 2,6-diphenyl-4H-thio(seleno)pyran-4-
