34502-63-1Relevant academic research and scientific papers
One-pot synthesis of ene-lactams via N-debenzylation of keto-containing N-2,4-dimethoxylbenzylamides
Kan, Wai Ming,Cheng, Ching-Lung,Chern, Ching-Yuh
, p. 4257 - 4264 (2007/10/03)
A general method of ene-lactam preparation is described. Ene-lactams can be prepared efficiently from keto-containing N-2,4-dimethoxylbenzylamides in good to excellent yields. This method is applicable for the preparation of substituted δ-, γ-, and ε-ene-lactams and bicyclic ene-lactams.
Efficient and scaleable methods for ω-functionalized nonanoic acids: Development of a novel process for azelaic and 9-aminononanoic acids (nylon-6,9 and nylon-9 precursors)
Cotarca, Livius,Delogu, Pietro,Nardelli, Alfonso,Maggioni, Paolo,Bianchini, Roberto,Sguassero, Stefano,Alini, Stefano,Dario, Roberto,Clauti, Giuliano,Pitta, Giorgio,Duse, Gianpaolo,Goffredi, Fabrizio
, p. 69 - 76 (2013/09/07)
A new, convergent synthesis and process of the title open-chain C-9 compounds, valuable monomers for preparation of polyamides with specific properties, are discussed. Starting from relatively inexpensive raw materials, for example, cyclohexanone and activated C-3 olefins, the method provides polymer grade co-functionalized nonanoic acids. An improved protocol for cyanoethylation or carbalkoxyethylation of cyclohexanone in the presence of a catalytic amount of primary or secondary amines gave 3-(2-oxo-cyclohexane) propanecarboxylic acid derivatives 1 in high yield. Cyclohexaneperoxycarboxylic acid (CHPCA) is introduced as highly efficient reagent in Baeyer-Villiger rearrangement of 1. Pyrolysis of 2 (EWG = CN) afforded under optimized conditions 3 in high yield and regioisomeric purity, otherwise a mixture of three unsaturated isomeric ω-cyano nonenoic acids is obtained. Partial hydrogenation of unsaturated acids 3 allowed isolation of saturated long-chain difunctionalized acids 4. Hydrolysis of 4 led to 1,9-nonanedicarboxylic acid (azelaic acid) 5, whereas its hydrogenation at elevated pressure gave 9-aminononanoic acid 6. Alternatively, a practical four-step syntehsis of 5 via isolable 7-substituted oxepan-2-one (EWG = COOMe) 2 has been designed and experimentated. The versatile position of 3-(2-oxo-cyclohexane) propanecarboxylic acid derivatives 1 as raw materials for Fine Chemicals is also discussed.
Ring-chain Tautomerism in Some 2-Piperidinone Derivatives
Czarnocki, Zbigniew,Wrobel, Jerzy T.
, p. 335 - 338 (2007/10/02)
The course of reactions between some imides and phenyllithium has been examined and structures of the products together with observed tautomerization are discussed.
Reaction of Schiff Bases with Acrylamides. Synthesis of 2-Oxotetrahydropyridines
Barluenga, Jose,Muniz, Laudina,Palacios, Francisco,Gotor, Vicente
, p. 65 - 67 (2007/10/02)
Ketimines react with acrylamide and methacrylamide in the presence of aluminium chloride to afford 2-oxotetrahydropyridines by a C-alkylation pathway.
Ein neuer Zugang zu Indenopyridinen
Kunstmann, Rudolf,Lerch, Ulrich,Wagner, Konrad
, p. 1437 - 1444 (2007/10/02)
A new synthesis of 5H-indenopyridines (IV) starting from 4-cyanobutyrophenones (I) or their cyclization products, the 6-phenyl-3,4-dihydropyridin-2-ones (II), is reported.The condensation of I or II in polyphosphoric acid with aromatic or heteroaro
