81069-65-0Relevant academic research and scientific papers
Dialkylzinc-mediated allylic polyfluoroarylation reaction
Kurauchi, Daisuke,Hirano, Keiichi,Kato, Hisano,Saito, Tatsuo,Miyamoto, Kazunori,Uchiyama, Masanobu
supporting information, p. 5849 - 5857 (2015/08/03)
Abstract We present an allylic polyfluoroarylation reaction with broad substrate scope and excellent functional group tolerance, using organozinc reagents under mild conditions. A catalytic amount of triphenylphosphine oxide efficiently promotes iodine-zinc exchange reaction between polyfluoroaryl iodide and dimethylzinc, and the resulting phosphine oxide-activated polyfluoroarylzinc undergoes substitution reaction with allylic halides to afford the corresponding polyfluoroarylated products.
Palladium-Catalyzed Olefination and Arylation of Polyfluoroarenes Using Molecular Oxygen as the Sole Oxidant
Huang, Qiufeng,Zhang, Xinyu,Qiu, Lin,Wu, Jiajun,Xiao, Hanbing,Zhang, Xiaofeng,Lin, Shen
, p. 3753 - 3757 (2016/01/25)
The palladium-catalyzed cross-dehydrogenative-coupling of polyfluoroarenes with alkenes or simple arenes has been developed. The approach is characterized by using atmospheric pressure of molecular oxygen as the sole oxidant, and provides a straightforward and environmentally benign route to functionalized polyfluoroarenes.
Pd-catalyzed aerobic direct olefination of polyfluoroarenes
He, Chun-Yang,Qing, Feng-Ling,Zhang, Xingang
supporting information, p. 2962 - 2964 (2014/05/06)
The first example of Pd-catalyzed aerobic direct olefination of polyfluoroarenes has been developed. The reaction makes use of molecular O 2 as terminal oxidant, and provides a cost-efficient and environmentally benign access to polyfluoroarene-alkene structures that are of interest in life and material sciences.
Thioether-promoted direct olefination of polyfluoroarenes catalyzed by palladium
Wu, Cai-Zhi,He, Chun-Yang,Huang, Yangen,Zhang, Xingang
supporting information, p. 5266 - 5269 (2013/11/06)
A methyl(phenyl)sulfane-promoted direct olefination of polyfluoroarenes catalyzed by palladium has been reported. With use of this new thioether ligand, a high reaction efficiency and excellent E/Z ratio of desired olefinated polyfluoroarenes were obtained. This represents a first example of thioether promoted oxidative Heck reaction.
Pyridine ligands as promoters in PdII/0-catalyzed C-H olefination reactions
Kubota, Asako,Emmert, Marion H.,Sanford, Melanie S.
supporting information; experimental part, p. 1760 - 1763 (2012/05/20)
Commercially available pyridine ligands can significantly enhance the rate, yield, substrate scope, and site selectivity of arene C-H olefination (Fujiwara-Moritani) reactions. The use of a 1:1 ratio of Pd/pyridine proved critical to maximize reaction rates and yields.
Synthesis and properties of seleno-analog MK-organic dye for photovoltaic cells prepared by CH functionalization reactions of selenophene derivatives
Tamba, Shunsuke,Fujii, Ryosuke,Mori, Atsunori,Hara, Kohjiro,Koumura, Nagatoshi
supporting information; experimental part, p. 978 - 979 (2012/01/30)
C-H arylation and homocoupling reactions of 2-formylselenophene were carried out with a palladium catalyst. By using these coupling reactions a seleno-analog of MK dye MK-49, which is an organic dye molecule of a dye-sensitized solar cell (DSSC), was synt
Rh(I)-Catalyzed olefin hydroarylation with electron-deficient perfluoroarenes
Sun, Zhong-Ming,Zhang, Jing,Manan, Rajith S.,Zhao, Pinjing
supporting information; experimental part, p. 6935 - 6937 (2010/08/06)
Assisted by a partially aqueous media, a catalyst system of [Rh(cod)(OH)]2 and DPPBenzene ligand effectively promotes direct conjugate additions by perfluoroarenes. This formal C-H alkylation process represents a rare example of olefin hydroarylation with electron-deficient arenes. The catalyst system can be modified to selectively form the corresponding olefination products under anhydrous conditions.
Pd(OAc)2 catalyzed olefination of highly electron-deficient perfluoroarenes
Zhang, Xingang,Fan, Shilu,He, Chun-Yang,Wan, Xiaolong,Min, Qiao-Qiao,Yang, Jie,Jiang, Zhong-Xing
supporting information; experimental part, p. 4506 - 4507 (2010/06/12)
An efficient, Pd(OAc)2 catalyzed method for direct olefination of highly electron-deficient perfluoroarenes was developed. The reaction scope includes a series of activated and nonactivated alkenes in moderate to high yields with moderate to high regio- and stereoselectivities.
2,5-Disubstituted tetrahydrofurans as selective serotonin re-uptake inhibitors
Voelker, Troy,Xia, Haiji,Fandrick, Keith,Johnson, Robert,Janowsky, Aaron,Cashman, John R.
experimental part, p. 2047 - 2068 (2009/06/06)
Enhancement of 5-hydroxytryptamine (5-HT, serotonin) neurotransmission is a viable means of treating depression. On the basis of this observation, agents that inhibit re-uptake of 5-HT were prepared based on (-)-cocaine and aryltropanes as lead compounds
Solventless Wittig olefination with fluorinated benzaldehydes
Thiemann, Thies
, p. 336 - 341 (2008/02/11)
Fluorinated benzaldehydes undergo solventless Wittig olefination with stabilised phosphoranes. Even with less reactive, stabilised phosphoranes, such as acetylmethylidenetriphenylphosphorane, the reactions have been found to be exothermic.
