151454-11-4Relevant articles and documents
Cross-linked polystyrene/titanium tetrachloride as a tightly bound complex catalyzed the modified Mannich reaction for the synthesis of piperidin-4-ones
Rahmatpour, Ali,Emen, Reza,Amini, Ghazal
, p. 24 - 33 (2019/05/10)
Cross-linked polystyrene beads were prepared, characterized and the resulting polymer carrier was functionalized with titanium tetrachloride (TiCl4)via complexation of polystyrene with TiCl4 to afford the corresponding cross-linked polystyrene-TiCl4 stable complex (PSt/TiCl4)in an one step reaction and characterized by FT-IR, UV, TGA, DSC, XRD, SEM, BET. This tightly bound coordination complex was used as a water tolerant, heterogeneous, recoverable and reusable Lewis acid catalyst for the synthesis of substituted piperidin-4-ones via the modified Mannich multi-component condensation of ketones, aromatic aldehydes, and ammonium acetate in 1:2:1 M ratio under mild conditions. The rate of reactions was found to decrease with an increasing percentage of crosslinking and the mesh size of the copolymer beads. The catalyst is water tolerant, stable and can be easily recovered and reused at least four times without any loss of activity.
Synthesis, stereochemical, structural and biological studies of some 2,6-diarylpiperidin-4-one N(40)-cyclohexyl thiosemicarbazones
Sethukumar,Kumar, C. Udhaya,Agilandeshwari,Prakasam, B. Arul
, p. 237 - 248 (2013/10/22)
A new series of 2,6-diarylpiperidin-4-one N(40)-cyclohexyl thiosemicarbazones (13-23) were synthesized by corresponding 2,6-diarylpiperidin-4-ones (1-11) reaction with cyclohexyl thiosemicarbazide (12). The chemical structures were confirmed by means of IR, one and two dimensional NMR, Mass spectra and single crystal X-ray diffraction analysis. Compounds 13-23, exist in chair conformation with equatorial orientation of all the substituents at piperidine ring except the methyl group at C-5 of compounds 21-23 oriented at axial disposition to stabilize the chair conformation. Single crystal X-ray structural analysis of compound 18, evidences that the configuration about C@N double bond is syn to C-5 carbon (E-form). All the synthesized compounds were screened their biological activity.
Design and synthesis of novel piperazine unit condensed 2,6-diarylpiperidin-4-one derivatives as antituberculosis and antimicrobial agents
Rani, Mannangatty,Parthiban, Paramasivam,Ramachandran, Rajamanickam,Kabilan, Senthamaraikannan
scheme or table, p. 653 - 662 (2012/08/07)
A new series of 1-[2-(4-ethoxycarbonylpiperazine-1-yl)acetyl]-2,6- diarylpiperidin-4-ones (3a-3j) has been synthesized by conventional method and were characterized by IR, elemental analysis, mass spectral, 1H NMR, 13C NMR, and single crystal X-ray diffraction analysis. The synthesized compounds were evaluated for their antituberculosis activity against Mycobacterium tuberculosis H37Rv (ATCC-27294) and also its antimicrobial activity were examined against five familiar bacterial and fungal strains. Among the synthesized compounds, compounds 3e-3j exhibit higher inhibition potency (16 μg/ml) against M. tuberculosis H37Rv. Furthermore, compounds containing fluoro substituent in the phenyl ring at C-2 and C-6 positions of the piperidin-4-one motif (compounds 3c, 3d, and 3i) exerted better antibacterial and antifungal activity than the other phenyl-substituted compounds. Springer Science+Business Media, LLC 2011.
