28916-25-8Relevant academic research and scientific papers
Direct electrophilic α-fluorination of imines: Efficient synthesis of mono-and difluoroimines
Verniest, Guido,Van Hende, Eva,Surmont, Riccardo,De Kimpe, Norbert
, p. 4767 - 4770 (2007/10/03)
(Chemical Equation Presented) A mild and efficient procedure to synthesize α-fluoro- and α,α-difluoroimines was developed. Various N-alkylimines derived from acetophenones were successfully monofluorinated using NFSI (N-fluorobenzenesulfonimide) in a mixture of CH3CN and DMF at 0°C. Alternatively, the same procedure without DMF gave rise to difluorinated imines when performed at room temperature. The obtained α- and α,α-difluorinated imines were subsequently reduced to give the corresponding β-fluoro- and β,β-difluoroamines in good yield.
Synthesis of 3-Phenylisoquinolones by Reaction of Simple Pyrroline-2,3-diones with Benzyne. New Mechanistic Considerations
Cobas, Agustin,Guitian, Enrique,Castedo, Luis
, p. 3113 - 3117 (2007/10/02)
3-Phenylisoquinolones were obtained by cycloaddition of benzyne to 5-phenylpyrroline-2,3-diones.New mechanistic hypotheses for these transformations are discussed.
Silver ion induced reactions of α-haloimines
De Kimpe, Norbert,Stevens, Christian
, p. 6753 - 6770 (2007/10/02)
The silver ion induced reactions of α-haloimines are markedly different from similar reactions with the corresponding α-haloketones. The various reactions of α-haloimines, including α-alkoxylation 1,2-dehydrohalogenation, rearrangement via α-alkoxyaziridines, Favorskii-rearrangement and Wagner Meerwein rearrangement, are compared and evaluated with silver-induced reactions of α-haloketones The silver ion assisted reactions of α-haloimines are best interpreted in terms of the intermediacy c α-imidoylcarbenium ions or pseudo-α-imidoylcarbenium ions.
Enantiospecific and Stereospecific Rhodium(I)-Catalyzed Carbonylation and Ring Expansion of Aziridines. Asymmetric Synthesis of β-Lactams and the Kinetic Resolution of Aziridines
Calet, Serge,Urso, Fabio,Alper, Howard
, p. 931 - 934 (2007/10/02)
Rhodium(I) complexes catalyze the regiospecific ring expansion-carbonylation reaction of aziridines to β-lactams.This process is both stereospecific and enantiospecific, occuring with retention of configuration e.g., (S)-1-tert-butyl-2-phenylaziridine is
