4385-67-5Relevant academic research and scientific papers
Synthesis of heterobiaryls via Suzuki-Miyaura coupling reaction of potassium aryltrifluoroborates with heteroaryl halides in aqueous systems
Liu, Leifang,Zhao, Kai,Li, Wenbo,Liu, Mingli,Chen, Yuting,Dong, Yan
, (2019/02/25)
A variety of heterobiaryl compounds have been synthesized by the Suzuki-Miyaura coupling reactions of heteroaryl halides with potassium aryltrifluoroborates. Pd (OAc)2 was found to be highly efficient for the Suzuki-Miyaura coupling reactions of various heteroaryl halides with potassium aryltrifluoroborates in aqueous systems, delivering the corresponding heterobiaryl compounds in good to excellent yields.
An active catalytic system for Suzuki-Miyaura cross-coupling reactions using low levels of palladium loading
Yan, Meng-Qi,Yuan, Jia,Lan, Fang,Zeng, Si-Hao,Gao, Meng-Yue,Liu, Sheng-Hua,Chen, Jian,Yu, Guang-Ao
supporting information, p. 3924 - 3929 (2017/07/10)
An easily available Pd(OAc)2/(2-(anthracen-9-yl)-1H-inden-3-yl) dicyclohexylphosphine/toluene/iPrOH/water catalytic system was developed, which shows high catalytic activity in the Suzuki-Miyaura cross-coupling reactions of a diverse array of aryl and heteroaryl chlorides with Pd loadings down to 0.01 mol%.
2-Aryl-indenylphosphine ligands: Design, synthesis and application in Pd-catalyzed Suzuki-Miyaura coupling reactions
Lian, Ze-Yu,Yuan, Jia,Yan, Meng-Qi,Liu, Yan,Luo, Xue,Wu, Qing-Guo,Liu, Sheng-Hua,Chen, Jian,Zhu, Xiao-Lei,Yu, Guang-Ao
supporting information, p. 10090 - 10094 (2016/11/06)
A focused library of phosphine ligands was constructed for structural optimization. The catalyst can be used to perform the Suzuki-Miyaura cross-coupling reaction of aryl and heteroaryl chlorides.
Palladium-catalyzed decarboxylative cross-coupling of 3-pyridyl and 4-pyridyl carboxylates with aryl bromides
Chennamaneni, Lohitha Rao,William, Anthony D.,Johannes, Charles W.
, p. 1293 - 1296 (2015/03/04)
Decarboxylative cross-coupling of 3-pyridyl and 4-pyridyl carboxylates with aryl bromides is reported. Using a bimetallic system of Cu2O and Pd(PPh3)4, the scope of the reaction is demonstrated by the synthesis of 27 pyridine-containing biaryls in moderate to good yields.
Cross-coupling study of iodo/chloropyridines and 2-chloroquinoline with atom-economic triarylbismuth reagents under Pd-catalysis
Rao, Maddali L.N.,Dhanorkar, Ritesh J.
, p. 338 - 349 (2015/03/04)
This study describes the palladium-catalyzed couplings of iodopyridines, chloropyridines, and chloroquinoline with atom-economic BiAr3 reagents in sub-stoichiometric loadings. Mono-arylations of iodo and chloropyridines produced arylpyridines i
Synthesis of 3-Arylpyridines via Palladium/Copper-Catalyzed Annulation of Allylamine/1,3-Propanediamine and Aldehydes
Yang, Xiaodong,Yang, Shenghua,Xiang, Likui,Pang, Xiaobo,Chen, Baohua,Huang, Guosheng,Yan, Rulong
, p. 3732 - 3736 (2016/01/25)
A novel and efficient method for the synthesis of 3-arylpyridines from allylamine/propanediamine and aldehydes by palladium/copper-catalyzed oxidative tandem cyclization has been developed. With this reaction, a series of desired 3-arylpyridines was synthesized in moderate yields via C-C/C-N bond formation and 6-endo/exo-trig cyclization.
Triarylbismuthanes as threefold aryl-transfer reagents in regioselective cross-coupling reactions with bromopyridines and quinolines
Rao, Maddali L.N.,Dhanorkar, Ritesh J.
supporting information, p. 5214 - 5228 (2014/10/15)
Cross-coupling studies using bromopyridines and bromoquinolines with triarylbismuths as threefold coupling reagents in substoichiometric amounts under Pd-catalysed conditions are disclosed. The reactivity was high with both mono- and dibromopyridyl substrates, and mono- and bis-couplings were carried out regioselectively. A library of monoaryl and diaryl pyridines was formed in high yields. A one-pot strategy provided a simple and straightforward synthesis of both symmetrical and unsymmetrical diarylpyridines. Arylations of 2-bromo- and 3-bromoquinolines were achieved with triarylbismuth reagents. This study demonstrates that triarylbismuths may be used as threefold arylating reagents for the synthesis of aryl pyridines and quinolines through couplings with bromopyridines and bromoquinolines under Pd-catalysed conditions. Copyright
Direct arylation of pyridines without the use of a transition metal catalyst
Li, Yahui,Liu, Wei,Kuang, Chunxiang
supporting information, p. 7124 - 7127 (2014/07/07)
A method for achieving the direct arylation of pyridines with phenylhydrazine hydrochloride was developed in this study. This new reaction proceeds readily at room temperature without the use of any transition metal catalysts. This method allows rapid access to various arylated heterocycles that are more difficult to access through traditional methods.
Palladium-catalyzed Suzuki cross-coupling of N′-tosyl arylhydrazines
Liu, Jin-Biao,Yan, Hui,Chen, Hui-Xuan,Luo, Yu,Weng, Jiang,Lu, Gui
supporting information, p. 5268 - 5270 (2013/07/04)
The first palladium-catalyzed Suzuki cross-coupling of N′-tosyl arylhydrazines with various organoboron reagents has been developed for the preparation of biaryl compounds in high yields. N′-Tosyl arylhydrazine as a readily available and stable electrophile also demonstrated its generality in a number of coupling reactions. The Royal Society of Chemistry 2013.
Pd-catalyzed C3-selective arylation of pyridines with phenyl tosylates
Dai, Fenglin,Gui, Qingwen,Liu, Jidan,Yang, Zhiyong,Chen, Xiang,Guo, Ruqing,Tan, Ze
supporting information, p. 4634 - 4636 (2013/06/05)
We have discovered that phenyl tosylates can be used to arylate pyridines at the C3-position using a Pd(OAc)2-1,10-phenanthroline catalyst system. We also discovered that the reaction of 4-methylpyridine with naphthyl tosylates occurred on the methyl group instead of at the C3-position. The Royal Society of Chemistry 2013.
