71602-40-9Relevant articles and documents
Regiocontrolled synthesis of (hetero)aryl and alkenyl dehydropyrrolidines, dehydropiperidines and azepenes by Ru-catalyzed, heteroatom-directed α-C-H activation/cross-coupling of cyclic enamides with boronic acids
Beng, Timothy K.,Langevin, Spencer,Braunstein, Hannah,Khim, Monique
, p. 830 - 834 (2016/01/15)
The synthesis of α-aryl and alkenyl pyrrolidine-, piperidine-, and azepane derivatives, through the intermediacy of cyclic enamides is described. The desired outcome is achieved through ruthenium-catalyzed, site-selective sp2 C-H activation/cro
Substitution reactions of 2-phenylsulphonyl-piperidines and -pyrrolidines with carbon nucleophiles: Synthesis of the pyrrolidine alkaloids norruspoline and ruspolinone
Brown, Dearg S.,Charreau, Philippe,Hansson, Thomas,Ley, Steven V.
, p. 1311 - 1328 (2007/10/02)
Several 2-phenylsulphonyl-piperidines and -pyrrolidines were prepared from the corresponding N-acyl aminals by treatment with benzenesulphinic acid. On reaction with various carbon nucleophiles these sulphones gave good yields of substitution products. Typical nucleophiles used in these studies were organometallic reagents derived from Grignard reagents and zinc halide together with silyl enol ethers, silyl ketene acetals, allylsilanes and trimethylsilyl cyanide in the presence of a Lewis acid. These methods were employed in the synthesis of two natural product alkaloids; Norruspoline (38) and Ruspolinone (40).
Electro-organic Reactions. Part 23. Regioselectivity and the Stereochemistry of Anodic Methoxylation of N-Acylpiperidines and N-Acylmorpholines
Palasz, Peter D.,Utley, James H. P.,Hardstone, J. David
, p. 807 - 814 (2007/10/02)
Anodic methoxylation of conformationally biassed N-acylpiperidines has been shown to give axial substitution due to steric constraints imposed by relatively slow rotation of the planar N-acyl groups.These steric constraints also account for the regioselec
Friedel-Crafts Reactions. IV. The Use of Cyclic N-Formyl-2-Methoxyamines in Electrophilic Amidoalkylation of Aromatic Compounds
Malmberg, Mats,Nyberg, Klas
, p. 411 - 418 (2007/10/02)
Aromatic compounds react with cyclic N-formyl-2-methoxyamines in proton or Lewis acid catalyzed reactions, yielding 2-aryl substituted nitrogen heterocyclic compounds.These products are easily converted to the corresponding N-H and N-CH3 derivatives by acid hydrolysis and LiAlH4 reduction, respectively.
