111422-87-8Relevant academic research and scientific papers
2,2- and 2,6-diarylpiperidines by aryl migration within lithiated urea derivatives of tetrahydropyridines
Tait, Michael B.,Butterworth, Sam,Clayden, Jonathan
, p. 1236 - 1239 (2015)
2-Aryltetrahydropyridines formed by anionic cyclization or ring-closing metathesis were converted to their N′-aryl urea derivatives. Depending on the position of the unsaturation within the tetrahydropyridine ring, metalation by deprotonative lithiation or carbolithiation led to migration of the N′-aryl substituent to the 2- or 6-position via intramolecular nucleophilic attack of a benzylic organolithium on the aryl ring. The products are a range of 2,2-, 2,2,3-, and 2,6-polysubstituted piperidine derivatives. Related chemistry was observed in pyrroline homologues.
Oxidation of N-Acyl-Pyrrolidines and -Piperidines with Iron(II)-Hydrogen Peroxide and an Iron Complex-Molecular Oxygen
Murata, Satoru,Miura, Masahiro,Nomura, Masakatsu
, p. 1259 - 1262 (2007/10/02)
The reactions of N-acyl-pyrrolidines (1a-c) and -piperidines (1d-f) with Fe(II)-hydrogen peroxide in aqueous 95percent acetonitrile gave the corresponding pyrrolidin-2-ones (2a-c) and piperidin-2-ones (2d-f).The lactams (2a-f) were also the products in the oxidation of (1a-f) with molecular oxygen in the presence of an iron complex, either or , in aqueous 90percent pyridine.
