27238-93-3Relevant articles and documents
Trimethylsilyl Bis(trifluoromethanesulfonyl)amide as an Effective Catalyst for the Friedel-Crafts Alkylation Reaction
Ishii, Akihiro,Kotera, Osamu,Saeki, Takao,Mikami, Koichi
, p. 1145 - 1146 (1997)
Trimethylsilyl bis(trifluoromethanesulfonyl)amide is shown to be an effective catalyst not only for the Friedel-Crafts alkylation of an aromatic compound but also for allylation or bis-allylation of carbonyl derivatives.
Nickel-Catalyzed Chain-Walking Cross-Electrophile Coupling of Alkyl and Aryl Halides and Olefin Hydroarylation Enabled by Electrochemical Reduction
Brzozowska, Aleksandra,Kumar, Gadde Sathish,Nikolaienko, Pavlo,Peshkov, Anatoly,Rueping, Magnus,Zhu, Chen
supporting information, p. 6513 - 6519 (2020/03/19)
The first electrochemical approach for nickel-catalyzed cross-electrophile coupling was developed. This method provides a novel route to 1,1-diarylalkane derivatives from simple and readily available alkyl and aryl halides in good yields and excellent regioselectivity under mild conditions. The procedure shows good tolerance for a broad variety of functional groups and both primary and secondary alkyl halides can be used. Furthermore, the reaction was successfully scaled up to the multigram scale, thus indicating potential for industrial application. Mechanistic investigation suggested the formation of a nickel hydride in the electroreductive chain-walking arylation, which led to the development of a new nickel-catalyzed hydroarylation of styrenes to provide a series of 1,1-diaryl alkanes in good yields under mild reaction conditions.
Photochemical Nickel-Catalyzed Reductive Migratory Cross-Coupling of Alkyl Bromides with Aryl Bromides
Peng, Long,Li, Zheqi,Yin, Guoyin
supporting information, p. 1880 - 1883 (2018/04/16)
A novel method to access 1,1-diarylalkanes from readily available, nonactivated alkyl bromides and aryl bromides via visible-light-driven nickel and iridium dual catalysis, wherein diisopropylamine (iPr2NH) is used as the terminal stoichiometric reductant, is reported. Both primary and secondary alkyl bromides can be successfully transformed into the migratory benzylic arylation products with good selectivity. Additionally, this method showcases tolerance toward a wide array of functional groups and the presence of bases.
