90395-46-3Relevant academic research and scientific papers
Synthesis of heteroaryl compounds through cross-coupling reaction of aryl bromides or benzyl halides with thienyl and pyridyl aluminum reagents
Chen, Xu,Zhou, Lingmin,Li, Yimei,Xie, Tao,Zhou, Shuangliu
, p. 230 - 239 (2014/01/17)
An efficient method for synthesis of useful biaryl building blocks containing 2-thienyl, 3-thienyl, 2-pyridyl, and 3-pyridyl moieties was provided through cross-coupling reactions of aryl bromides or benzyl halides with heteroaryl aluminum reagents in the presence of Pd(OAc)2 and (o-tolyl)3P. The coupling reaction also worked efficiently with heteroaryl bromides affording series of heterobiaryl compounds. The reaction of phenylbromide with in situ prepared 3-pyridyl aluminum was demonstrated to afford the product 8a in high yield. Additionally, the catalytic system was also suited well for the coupling reaction of benzyl halides with pyridyl aluminum reagents to afford series of pyridyl-arylmethane.
Radical dearomatization of arenes and heteroarenes
Crich, David,Patel, Mitesh
, p. 7824 - 7837 (2007/10/03)
The stannane-mediated benzeneselenol-catalyzed addition of aryl iodides to a range of arenes and aromatic hetereocycles has been studied. With furan, thiophene, and several carbocyclic arenes, the addition takes place with quenching of the adduct radical by the catalytic selenol leading to moderate yields of aryl-dihydroarenes. With nitrogen heterocycles, on the other hand, it was not possible to suppress aromatization of the adduct radical and fully aromatized products were isolated. Aryl iodides bearing hydrogen bond donating groups in the ortho-position add to nitrogen heterocycles with high selectivity ortho- to the nitrogen, affording a simple one-step synthesis of potential chelating ligands. While 2-iodophenol is an excellent aryl radical source in these reactions, the homologous 1-iodo-2-naphthol fails owing to its reaction with diphenyl diselenide, which gives 1-phenylseleno-2-naphthol in high yield.
Direct synthesis of heterobiaryls by radical addition to pyridine: Expeditious synthesis of chelating ligands
Crich, David,Patel, Mitesh
, p. 499 - 504 (2007/10/03)
The addition of aryl radicals to pyridine may be affected in moderate yield on exposure of aryl iodides to tributyltin hydride, AIBN, and diphenyl diselenide in hot pyridine. Mixtures of ortho-, meta-, and para-aryl substituted pyridines are typically obtained. When the iodide is ortho-substituted with a hydrogen bond donor, such as o-iodophenol, significantly improved selectivity for ortho-substituted pyridines, with potential as bidentate chelating ligands, is obtained.
Inhibition of Myeloperoxidase Release from Rat Polymprphonuclear Leukocytes by a Series of Azachalcone Derivatives
Edwards, Michael L.,Stemerick, David M.,Sabol, Jeffrey S.,Diekema, Keith A.,Dinerstein, Robert J.
, p. 4357 - 4362 (2007/10/02)
A series of azachalcones was evaluated for ability to affect secretion of myeloperoxidase by rat polymorphonuclear leukocytes by fMLP.The compounds were found to interfere with cellular uptake of extracellular calcium.Structure-activity relationships are
THE PYRIDYL CATION AS A REACTIVE INTERMEDIATE IN THE PHOTOREACTION OF IODOPYRIDINES WITH BENZENES
Ohkura, Kazue,Seki, Koh-ichi,Terashima, Masanao,Kanaoka, Yuichi
, p. 3433 - 3436 (2007/10/02)
The electrophilic behavior of the reactive entity in the photosubstitution of benzenes with 2-iodopyridine was found to be ascribable to the intermediary 2-pyridyl cation, rather than the electrophilic 2-pyridyl radical.
A CONVENIENT SYNTHESIS OF 3-ARYLPYRIDINES BY THE PALLADIUM CATALYZED COUPLING REACTION OF DIETHYL(3-PYRIDYL)BORANE WITH ARYL HALIDES
Ishikura, Minoru,Kamada, Machiko,Terashima, Masanao
, p. 265 - 268 (2007/10/02)
The utilization of heteroarylborane to the preparation of a variety of 3-arylpyridines by the palladium catalyzed cross coupling reaction between diethyl(3-pyridyl)borane and aryl halides in the presence of bases is described.
