153407-55-7Relevant articles and documents
Iron-Catalyzed Oxidative Coupling Reaction of Isocyanides and Simple Alkanes towards Amide Synthesis
Yuan, Hongdong,Liu, Zhiqiang,Shen, Yushu,Zhao, Hongbin,Li, Chunju,Jia, Xueshun,Li, Jian
supporting information, p. 2009 - 2013 (2019/03/21)
An iron-catalyzed oxidative coupling reaction of isocyanide and readily available alkane has been disclosed. In the presence of a catalytic amount of FeCp2 (10 mol%), heating a mixture of alkane, isocyanide, and DTBP in DCE allows for the formation of an amide. This reaction tolerates many simple alkanes including cycloalkanes and chain alkanes. Furthermore, a series of aromatic isocyanides having different substituents on the aromatic ring are also proven to be effective reaction components. Unfortunately, the employment of aliphatic isocyanides fails to afford the desired products. The present strategy avoids tedious procedures and the employment of toxic starting materials, thus providing an environmentally benign and efficient protocol towards amide synthesis. (Figure presented.).
Green alternative solvents for the copper-catalysed arylation of phenols and amides
Sambiagio, Carlo,Munday, Rachel H.,John Blacker,Marsden, Stephen P.,McGowan, Patrick C.
, p. 70025 - 70032 (2016/08/06)
Investigation of the use of green organic solvents for the Cu-catalysed arylation of phenols and amides is reported. Alkyl acetates proved to be efficient solvents in the catalytic processes, and therefore excellent alternatives to the typical non-green solvents used for Cu-catalysed arylation reactions. Solvents such as isosorbide dimethyl ether (DMI) and diethyl carbonate also appear to be viable possibilities for the arylation of phenols. Finally, a novel copper catalysed acyl transfer process is reported.
Mild and efficient palladium-catalyzed direct trifluoroethylation of aromatic systems by C-H activation
T?th, Balázs L.,Kovács, Szabolcs,Sályi, Gerg?,Novák, Zoltán
supporting information, p. 1988 - 1992 (2016/02/18)
The introduction of trifluoroalkyl groups into aromatic molecules is an important transformation in the field of organic and medicinal chemistry. However, the direct installation of fluoroalkyl groups onto aromatic molecules still represents a challenging and highly demanding synthetic task. Herein, a simple trifluoroethylation process that relies on the palladium-catalyzed C-H activation of aromatic compounds is described. With the utilization of a highly active trifluoroethyl(mesityl)iodonium salt, the developed catalytic method enables the first highly efficient and selective trifluoroethylation of aromatic compounds. The robust catalytic procedure provides the desired products in up to 95 % yield at 25 °C in 1.5 to 3 hours and tolerates a broad range of functional groups. The utilization of hypervalent reagents opens new synthetic possibilities for direct alkylations and fluoroalkylations in the field of transition-metal-catalyzed C-H activation.
