6238-65-9Relevant academic research and scientific papers
Bifunctional Oxo-Tethered Ruthenium Complex Catalyzed Asymmetric Transfer Hydrogenation of Aryl N-Heteroaryl Ketones
Wang, Baigui,Zhou, Haifeng,Lu, Guoren,Liu, Qixing,Jiang, Xiaolan
supporting information, p. 2094 - 2097 (2017/04/28)
A facile asymmetric transfer hydrogenation of ortho-substituted aryl N-heteroaryl ketones and non-ortho-substituted N-oxide of aryl N-heteroaryl ketones using a readily available oxo-tethered ruthenium complex as a catalyst and sodium formate as a hydrogen source in an aqueous solution has been discovered. A variety of chiral aryl N-heteroaryl methanols were obtained with up to 99.9% ee.
Synergistic H4NI-AcOH Catalyzed Oxidation of the Csp3-H Bonds of Benzylpyridines with Molecular Oxygen
Ren, Lanhui,Wang, Lianyue,Lv, Ying,Li, Guosong,Gao, Shuang
supporting information, p. 2078 - 2081 (2015/05/13)
The oxidation of benzylpyridines forming benzoylpyridines was achieved based on a synergistic H4NI-AcOH catalyst and molecular oxygen in high yield under solvent-free conditions. This is the first nonmetallic catalytic system for this oxidation transformation using molecular oxygen as the oxidant. The catalytic system has a wide scope of substrates and excellent chemoselectivity, and this procedure can also be scaled up. The study of a preliminary reaction mechanism demonstrated that the oxidation of the Csp3-H bonds of benzylpyridines was promoted by the pyridinium salts formed by AcOH and benzylpyridines. The synergistic effect of H4NI-AcOH was also demonstrated by control experiments. (Figure Presented).
Synthesis of aryl(di)azinyl ketones through copper- and iron-catalyzed oxidation of the methylene group of aryl(di)azinylmethanes
De Houwer, Johan,Abbaspour Tehrani, Kourosch,Maes, Bert U. W.
supporting information; experimental part, p. 2745 - 2748 (2012/04/10)
Sustainable Oxidations: An oxidation method to transform aryl(di)azinylmethanes into aryl(di)azinyl ketones is described. Base metals (copper and iron) as catalysts in combination with O2 as the oxidant are used, which makes this method sustainable. The utility of this method is illustrated by the synthesis of 6-(4-methylbenzoyl)pyridine-2-carbaldehyde, which is an intermediate in the preparation of the drug Acrivastine. Copyright
Ruthenium-catalyzed enantioselective hydrogenation of aryl-pyridyl ketones
Tao, Xiaoming,Li, Wanfang,Ma, Xin,Li, Xiaoming,Fan, Weizheng,Xie, Xiaomin,Ayad, Tahar,Ratovelomanana-Vidal, Virginie,Zhang, Zhaoguo
experimental part, p. 612 - 616 (2012/03/26)
Various substituted aryl-pyridyl ketones were hydrogenated in the presence of Ru-XylSunPhos-Daipen bifunctional catalytic system with enantiomeric excesses up to 99.5%. Upon introduction of a readily removable ortho-bromo atom to the phenyl ring, enantiomerically enriched 4-chlorophenylpyridylmethanol was obtained by hydrogenation method with 97.3% ee, which provided an important chiral intermediate for some histamine H1 antagonists.
2-Pyridyl and 3-pyridylzinc bromides: direct preparation and coupling reaction
Kim, Seung-Hoi,Rieke, Reuben D.
supporting information; experimental part, p. 3135 - 3146 (2010/06/13)
A facile synthetic approach to the direct preparation of 2-pyridyl and 3-pyridylzinc bromides has been demonstrated using Rieke zinc with 2-bromopyridine and 3-bromopyridine, respectively. A variety of different electrophiles have been coupled with the resulting organozinc reagents to give the corresponding cross-coupling products in moderate to good yields.
A facile synthetic route for 2-pyridyl derivatives: direct preparation of a stable 2-pyridylzinc bromide and its copper-free and pd-catalyzed coupling reactions
Kim, Seung-Hoi,Rieke, Reuben D.
supporting information; experimental part, p. 5329 - 5331 (2009/12/06)
Direct preparation of 2-pyridylzinc bromide has been developed. Interestingly, the subsequent coupling reactions with acid chlorides have been carried out without any transition metal catalyst. 2-Pyridylaryl compounds, symmetrical and unsymmetrical 2,2′-b
Palladium-catalyzed fluorination of carbon-hydrogen bonds
Hull, Kami L.,Anani, Waseem Q.,Sanford, Melanie S.
, p. 7134 - 7135 (2007/10/03)
This communication describes the development of a new Pd-catalyzed method for the fluorination of carbon-hydrogen bonds. A key step of these transformations involves palladium-mediated carbon-fluorine couplinga much sought after, but previously unpreceden
Kinetic Energy Release and Position of Transition State During the Intramolecular Substitution of Ionized 2-Benzoyl Pyridines
Schubert, Ralf,Gruetzmacher, Hans-Friedrich
, p. 122 - 130 (2007/10/02)
The loss of substituents X from molecular ions of ortho substituted 2-benzoyl pyridines has been investigated as a function of the dissociation energy of the C-X bond.Comparison of unimolecular and collisional induced decompositions of the resulting + ions and reference ions arising from 3-hydroxypyridoindole shows that cyclic fragment ions are formed in every case by an intramolecular substitution reaction with the exception of the parent compound (X=H), which gives rise to a mixture of + ions with different structures.The heat of formation of the cyclic ion has been estimated experimentally and by calculation using thermochemical data, and from this value and the appearance energies, the activation energies of the reverse reactions have been evaluated for the different reaction systems.Measurement of the kinetic energy release during the substitution reactions shows that only part of the reverse activation energy is released as kinetic energy.The energy partitioning quotient varies from 0.37 to 0.08 depending on the dissociation energy of the C-X bond or the reaction enthalpy.A sudden change in the energy partitioning quotient is observed with increasing exothermicity of the reaction, paralleling the behaviour of similar reaction systems.These results are interpreted as a demonstration of the influence of the variation of transition state position on the energy partitioning quotient.
