Nohara Hiroi's research while affiliated with Niigata University and other places

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Publication (1)

ChemInform Abstract: Application of Biphasic Reaction Procedure Using Ferric Chloride Dissolved in an Imidazolium Salt and Benzotrifluoride (FeIm-BTF Procedure) to Aza-Prins Cyclization Reaction.
Article
  • Dec 2010
Aza-Prins cyclization reaction of N-tosyl-3-butenylamine with aliphatic and aromatic aldehydes was performed using a combination of FeCl3 and 1-butyl-3-methylimidazolium hexafluorophosphate (BmimPF6) or 1-butyl-3-methylimidazolium tetrachloroferrate (BmimFeCl4) in benzotrifluoride (BTF). The desired N-tosyl-4-chloro-2-substituted piperidines were o...
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Citations

... However, the Z-iminium ion was unstable due to the steric hindrance between the tosyl group and R group. Therefore, the reaction through the formation of the E-iminium ion was more favored [121]. The iminium ion was intramolecularly cyclized to form a six-membered ring cation 221 (or 222) with an equatorial Ts group and an axial R group. ...
Reference: Recent Advances in Synthetic Routes to Azacycles
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