176650-38-7Relevant articles and documents
An effective procedure to promote aza-prins cyclization reactions employing a combination of ferric chloride and an imidazolium salt in benzotrifluoride
Osawa, Chika,Tateyama, Minami,Miura, Kensuke,Tayama, Eiji,Iwamoto, Hajime,Hasegawa, Eietsu
, p. 1211 - 1226 (2012)
Aza-Prins cyclization reactions of N-tosyl-3-butenylamine with p-methoxybenzaldehyde, 1-naphthaldehyde and 2-naphthaldehyde take place efficiently using a combination of ferric chloride and 1-butyl-3- methylimidazolium hexafluorophosphate in benzotrifluoride (FeIm-BTF procedure). The new methodology, leading to formation of target N-tosyl-4-chloro-2- substituted piperidines, is superior to the one using 1-butyl-3- methylimidazolium tetrachloroferrate. The FeIm-BTF procedure was also applied to aza-Prins cyclization reactions of other aldehydes. Finally, the effects of imidazolium salts on aza-Prins cyclization reaction promoted by boranetrifluoride-diethyl ether complex, leading to formation of fluorinated piperidines, were explored.
Bis(trifluoromethanesulfonimide) (BSI): Acidity and application to hydrofunctionalization as a Br?nsted acid catalyst
Takagi, Ryukichi,Sakai, Yuichiro,Duong, Duyen Thi
, (2021/03/23)
A binaphthyl derivative, bearing bis(trifluoromethanesulfonimide) (BSI) moiety, was developed as a novel Br?nsted acid. Computational prediction of the pKa value of BSI indicated its classification as a strong Br?nsted acid. BSI catalyzed the h
Copper-Catalyzed N?F Bond Activation for Uniform Intramolecular C?H Amination Yielding Pyrrolidines and Piperidines
Bafaluy, Daniel,Mu?oz-Molina, José María,Funes-Ardoiz, Ignacio,Herold, Sebastian,de Aguirre, Adiran J.,Zhang, Hongwei,Maseras, Feliu,Belderrain, Tomás R.,Pérez, Pedro J.,Mu?iz, Kilian
, p. 8912 - 8916 (2019/05/29)
The dual function of the N?F bond as an effective oxidant and subsequent nitrogen source in intramolecular aliphatic C?H functionalization reactions is explored. Copper catalysis is demonstrated to exercise full regio- and chemoselectivity control, which