454431-65-3Relevant academic research and scientific papers
Crystal structure, hirshfeld surface analysis and energy framework study of the nitrone n-benzylidene-n-butylamino-4-β-pyridyl-n-oxide
Bahsas, Ali,Brito, Iván,Cárdenas, Alejandro,Chacón, Cecilia,Cisterna, Jonathan,Delgado, Gerzon E.,Koustnetzov, Vladimir V.,Mora, Asiloé J.
, p. 4865 - 4869 (2020/11/16)
The title compound, C16H16N2O, a potential antiparasitic agent, crystallizes in the orthorhombic Pca21 space group with unit cell parameters a= 9.912(1) ?, b= 9.035(1) ?, c= 15.681(2) ?. The crystalline structure is stabilized by weak C-H···O and C-H···Cg(π) interactions among neighboring molecules producing an efficient packing with 66.0% of occupied space. The C-H···O hydrogen bond keeps the molecules linked into supramolecular chains propagating along the a axis direction with a graph-set notation C(4), which are reinforced by C-H···Cg(π) interactions. Hirshfeld surface analysis of the intermolecular contacts reveal that the most important contributions for the crystal packing are from H··H (55.2%) and H··C/C··H (27.1%) interactions. Energy framework calculations suggest that the contacts formed between molecules are slightly dispersive in nature.
An improved and stereoselective route to all-cis-2,6-disubstituted 4-hydroxypiperidines from accessible 4-substituted 4-N-benzylaminobut-1-enes
Varlamov, Alexey,Kouznetsov, Vladimir,Zubkov, Fedor,Chernyshev, Alexey,Shurupova, Olga,Vargas Mendez, Leonor Y.,Palma Rodriguez, Alirio,Rivero Castro, Juliette,Rosas-Romero, Alfredo J.
, p. 771 - 783 (2007/10/03)
The reaction between allylmagnesium bromide and imines 5a-l leads to the corresponding 4-substituted 4-N-benzylaminobut-1-enes 6a-1, which were oxidized in a regioselective manner to the alkenylnitrones 7a-l. The intramolecular 1,3-dipolar cycloaddition of these nitrones gave 2-spiroannulated or 2-substituted 6-exo-phenyl-1-aza-7-oxabicyclo[2.2.1]heptanes 8a-j. Reductive cleavage of the N-O bond of the obtained bicycles afforded the diverse substituted 4-hydroxypiperidines 9a-h in good yields. This stereoselective approach allowed the preparation of all-cis-4-hydroxy-6-phenyl-2-nonylpiperidine (9i), a close analogue of dendrobatid frog alkaloid 241D.
4-N-aryl(benzyl)amino-4-heteroaryl-1-butenes as building blocks in heterocyclic synthesis. 2. Synthesis of new tetrahydro-2-benzazepine derivatives and related compounds containing a pyridine ring
Castro, Juliette Rivero,Puentes, Cristian Ochoa,Kouznetsov, Vladimir V.,Stashenko, Elena E.,Poveda, Juan C.,Bahsas, Ali,Amaro-Luis, Juan
, p. 365 - 368 (2007/10/03)
Chemical transformations of the aminobutenes (1,2) were studied. Their allyl cationic intramolecular cyclisation led to the preparation of new tetrahydro-2-benzazepines containing a pyridine ring (3,4). The acylation and oxidation reactions of these amino
