62826-30-6Relevant academic research and scientific papers
Palladium-Catalyzed meta-C-H Olefination of Arene-Tethered Diols Directed by Well-Designed Pyrimidine-Based Group
Fang, Siqiang,Wang, Xiaobing,Yin, Fucheng,Cai, Pei,Yang, Huali,Kong, Lingyi
supporting information, (2019/03/19)
The palladium-catalyzed meta-olefination of arene-tethered diols attached to a well-designed pyrimidine moiety is presented. Applications of the protocol are illustrated by the synthesis of various diol-based natural products, such as coumarins, phenylpropanoids, stilbenes, and chalcones. Advantages of this method are demonstrated through the easy removal of the template and a gram-scale olefination reaction. Finally, experimental verification, including 1H NMR, ESI-MS and IR, and DFT studies are undertaken to elucidate the mechanistic complexity.
Copper-mediated trifluoromethylation-allylation of arynes
Yang, Xinkan,Tsui, Gavin Chit
supporting information, p. 1179 - 1182 (2018/02/23)
An unprecedented three-component copper-mediated vicinal trifluoromethylation-allylation of arynes is described. A wide range of structurally diverse trifluoromethylated allylarenes can be quickly assembled in one step. The application of the method has b
Catalytic Semireduction of Internal Alkynes with All-Metal Aromatic Complexes
Deyris, Pierre-Alexandre,Ca?eque, Tatiana,Wang, Yanlan,Retailleau, Pascal,Bigi, Franca,Maggi, Raimondo,Maestri, Giovanni,Malacria, Max
, p. 3266 - 3269 (2015/10/28)
A simple catalytic method involving all-metal aromatic frameworks as precatalysts ensures an efficient route to (Z)-alkenes. Aromatic triangular palladium clusters were used to reduce internal alkynes without any trace of the formation of alkane side products. These trinuclear complexes provide a catalytic system that parallels the activity and selectivity of their best mononuclear peers, and the catalyst likely operates through complementary mechanisms.
A transition-metal-free synthesis of fluorinated naphthols
Hammann, Jeffrey M.,Unzner, Teresa A.,Magauer, Thomas
supporting information, p. 6733 - 6738 (2014/06/09)
Herein, we describe a transition-metal-free protocol for the conversion of simple 2-allyl-3-(trifluoromethyl)phenols into substituted 5-fluoronaphthalen-1- ols. The key events of this reaction include the selective activation of two C-F bonds and formatio
Functionalized arylzinc compounds in ethereal solvent: Direct synthesis from aryl iodides and zinc powder and application to Pd-catalyzed reaction with allylic halides
Ikegami, Ryo,Koresawa, Akiko,Shibata, Takanori,Takagi, Kentaro
, p. 2195 - 2199 (2007/10/03)
Arylzinc compounds, ArZnX, were conveniently prepared in high yields by the reaction of zinc powder with aryl iodides, which contain electron-withdrawing groups such as CO2CH3, CN, Br, or CF3 at the ortho-, meta- or para-position, or electron-donating groups such as CH3, OCH3, or H, at 70 °C in THF, at 100 °C, or at 130 °C in diglyme, respectively. Pd(dba)2 exhibited an outstanding efficient catalytic effect for the cross-coupling of these ethereal solutions of ArZnX with allylic halides to afford a variety of functionalized allylbenzenes in high yields; the reactions were mostly carried out at 0 °C for 5-30 min in the presence of 5 mol % of catalyst. The conversion of the aryl iodides to allylbenzenes via two reactions could be accomplished in one pot.
