92533-30-7Relevant academic research and scientific papers
Polyfunctionalized biaryls accessed by a one-pot nucleophilic aromatic substitution and sigmatropic rearrangement reaction cascade under mild conditions
Liang, Dong-Dong,Guo, Shen-Yi,Tong, Shuo,Wang, Mei-Xiang
supporting information, (2021/02/09)
A practical synthetic method has been developed for polyfunctionalized biaryls based on a facile one-pot nucleophilic aromatic substitution (SNAr) reaction and [5,5]- or [3,3]-sigmatropic rearrangement reaction cascade. Under mild basic conditions, N-arylhydroxylamines reacted with o-activated fluoro (het)arenes to form N,O-diarylhydroxylamine intermediates which underwent spontaneously selective [5,5]-sigmatropic rearrangement reaction to produce diverse functionalized 4-amino-4′-hydroxy-1,1′-biaryls. A sequential SNAr reaction and [3,3]-sigmatropic rearrangement took place between N-arylhydroxylamines and 2-fluoropyridine derivatives or 4-fluorobenzonitrile to afford functionalized 2-amino-2′-hydroxy-1,1′-biaryls. As invaluable and unique building blocks, the resulting biaryls were applied in the straightforward synthesis of N2,O2-coronarene, carbazole, aza- and diaza carbazole derivatives.
Improved Preparation of α,N-Diphenylnitrones and N-Benzyl-N-Phenylhydroxylamines by direct Oxidation of Secondary Anilines
Gorrod, John W.,Gooderham, Nigel J.
, p. 261 - 265 (2007/10/02)
A simple and rapid method for the oxidation of secondary anilines to α,N-diphenylnitrones and the subsequent reduction to secondary N-benzyl-N-phenylhydroxylamines is described.
