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Journal articles on the topic 'Piperidine derivatives'

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Published: 4 June 2021
Last updated: 25 April 2022

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1

Jílek, Jiří, Miroslav Rajšner, Vladimír Valenta, et al. "Synthesis of piperidine derivatives as potential analgetic agents." Collection of Czechoslovak Chemical Communications 55, no. 7 (1990): 1828–53. http://dx.doi.org/10.1135/cccc19901828.

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Reaction of N-(1-(2-phenylethyl)-4-piperidinyl)propionanilide (I) with phosphorus pentasulfide gave the thioamide VI. Acylation of N-(1-(2-phenylethyl)-4-piperidinyl)aniline with 2-(methoxy)acetic and 2-(methylthio)acetic anhydrides afforded the amides II and III. Treatment of 4-anilino-1-benzylpiperidine-4-methanol with thionyl chloride gave the spirocyclic sulfurous acid ester amide XIV. Reduction of the hydrochloride of ethyl 3-(1-ethoxycarbonyl-4-phenylimino-3-piperidinyl)propionate (XXII) with sodium cyanoborohydride gave the perhydro-1,6-naphthyridine derivative XIX, a model compound in
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2

Romero, Nancy, Sylvain Bernès, Luis F. Roa, Joel L. Terán, and Dino Gnecco. "Crystal structures of two chiral piperidine derivatives: 1-[(1R)-2-hydroxy-1-phenylethyl]piperidin-4-one and 8-[(1S)-1-phenylethyl]-1,4-dioxa-8-azaspiro[4.5]decane-7-thione." Acta Crystallographica Section E Crystallographic Communications 71, no. 10 (2015): 1207–11. http://dx.doi.org/10.1107/s2056989015017119.

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The crystal structures of the two title piperidine derivatives show different conformations for the six-membered heterocycle. TheN-substituted 4-piperidinone 1-[(1R)-2-hydroxy-1-phenylethyl]piperidin-4-one, C13H17NO2, (I), has a chair conformation, while the piperidine substituted in position 2 with a thiocarbonyl group, 8-[(1S)-1-phenylethyl]-1,4-dioxa-8-azaspiro[4.5]decane-7-thione, C15H19NO2S, (II), features a half-chair conformation. Comparison of the two structures, and data retrieved from the literature, suggests that the conformational flexibility is mainly related to the hybridization
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3

Klegraf, Ellen, and Horst Kunz. "Stereoselective Synthesis of 3-Substituted and 3,4-Disubstituted Piperidine und Piperidin-2-one Derivatives." Zeitschrift für Naturforschung B 67, no. 4 (2012): 389–405. http://dx.doi.org/10.1515/znb-2012-0413.

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The stereoselective synthesis of 3-substituted and 3,4-disubstituted piperidine and piperidin-2-one derivatives was achieved starting from 2-pyridone. After N-galactosylation and subsequent O-silylation, nucleophilic addition of organometallic reagents proceeded with high regio- and stereoselectivity at 4-position. Substituents at position 3 were stereoselectively introduced by reaction of electrophiles with amide enolates of the N-galactosyl-2-piperidones.
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4

Prisyazhnyuk, Vladimir, Matthias Jachan, Irene Brüdgam, Reinhold Zimmer та Hans-Ulrich Reissig. "Addition of lithiated methoxyallene to aziridines – a novel access to enantiopure piperidine and β-amino acid derivatives". Collection of Czechoslovak Chemical Communications 74, № 7-8 (2009): 1069–80. http://dx.doi.org/10.1135/cccc2009012.

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Addition of lithiated methoxyallene to aziridine derivatives provided the expected primary addition products. The less substituted carbon of the aziridine ring was attacked selectively. The primary adducts could be converted to enantiopure piperidine derivatives or β-amino acid derivatives. The unexpected reactions lead to a tricyclic sulfonamide and to alkynyl-substituted aminoethers. The efficient two-step conversion of a piperidone derivative to a benzomorphan demonstrates the potential of this approach to biologically active compounds.
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5

Kantlehner, Willi, Markus Vettel, and Bernhard Eppinger. "Orthoamide und Iminiumsalze, LXXVI [1]. Ein weiterer Beitrag zur Chemie der Trialkoxyacetonitrile/ Orthoamides and Iminium Salts LXXVI [1]. A Further Contribution to the Chemistry of Trialkoxyacetonitriles." Zeitschrift für Naturforschung B 67, no. 4 (2012): 373–88. http://dx.doi.org/10.1515/znb-2012-0412.

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An improved procedure for the preparation of trimethoxyacetonitrile (3a) starting from trichloroacetonitrile and sodium methanolate is described. Carbanions, obtained by the action of sodium hydride on nitriles, ethyl acetate and methylketones, react with trialkoxyacetonitriles 3 to give α- imino-orthocarboxylic acid trialkylesters 12, 14 and 20, which form an equilibrium with the tautomeric enamines 13, 15 and 21. The enamines 21 react with N,N-dimethylformamide dimethylacetal (24) to give amidines 25 which are cyclized to pyridinium salts 28 and 29 on treatment with benzyl bromide and acetyl
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6

Du, Rui, Liangliang Han, Zhongqiang Zhou, and Victor Borovkov. "Efficient Synthesis of Novel Quinolinone Derivatives via Catalyst-free Multicomponent Reaction." Letters in Organic Chemistry 17, no. 5 (2020): 403–7. http://dx.doi.org/10.2174/1570178616666190828092728.

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The synthesis of 3-(aryl(piperidin-1-yl)methyl)-4-hydroxyquinolin-2(1H)-one derivatives via catalyst-free multicomponent reaction is described. The reaction of 4-hydroxyquinolin-2(1H)-one, piperidine, and 4-chlorobenzaldehyde was carried out in different solvents and under solvent-free conditions at room temperature. The best solvent in terms of the yield and reaction time was found to be dichloromethane. Most substituted benzaldehydes reacted with 4-hydroxyquinolin-2(1H)-one and piperidine to afford corresponding products in good-to-excellent yields. Aldehydes with electronwithdrawing groups
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7

López-Rodríguez, Alberto, Gema Domínguez, and Javier Pérez-Castells. "Synthesis of Novel Iminosugar Derivatives Based on a 2-Azabi­cyclo[4.1.0]heptane Skeleton." Synthesis 49, no. 20 (2017): 4606–12. http://dx.doi.org/10.1055/s-0036-1589109.

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Iminosugars are good starting points for the development of different kinds of drugs. Many are polyhydroxylated piperidines that behave as biomimetics of their corresponding pyranoses analogues. In the interaction with carbohydrate processing enzymes, selectivity is a crucial issue and the benefits of introducing a cyclopropane bridge in a piperidine structure is demonstrated. The synthesis of novel bicyclic piperidine-based iminosugars using a sulfur ylide cyclopropanation as the key synthetic step is described.
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8

Ivanović, Milovan, Ivana Jevtić, Ljiljana Došen-Mićović, Evica Ivanović, and Nina Todorović. "Synthesis of Orthogonally Protected (±)-3-Amino-4-anilidopiperidines and (±)-3-N-Carbomethoxyfentanyl." Synthesis 49, no. 14 (2017): 3126–36. http://dx.doi.org/10.1055/s-0036-1588985.

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The synthesis of orthogonally protected cis- and trans-3-amino-4-anilidopiperidine derivatives has been accomplished in six steps, starting from readily accessible 4-piperidone derivatives. The last three steps, i.e., N-acylation, Hofmann rearrangement, and carbamate cleavage, involved separated (±)-cis and (±)-trans intermediates. Complete retention of configuration was observed at position 3 of the piperidine ring. Specifically protected positions 1 and 3 at the piperidine scaffold allow for selective deprotection and introduction of diverse substituents at the respective nitrogen sites. The
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9

Shafi, S. Syed, R. Rajesh, and S. Senthilkumar. "Synthesis and Biological Properties of New Piperidine Substituted Benzothiazole Derivatives." Asian Journal of Organic & Medicinal Chemistry 6, no. 3 (2021): 181–85. http://dx.doi.org/10.14233/ajomc.2021.ajomc-p333.

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In present work, ethyl 2-aminobenzo[d]thiazole-6-carboxylate was reacted to piperidine using copper(II) bromide to get ethyl 2-(piperidin-1-yl)benzo[d]thiazole-6-carboxylate. The reaction of ethyl 2-(piperidin- 1-yl)benzo[d]thiazole-6-carboxylate with NaOH produces 2-(piperidin-1-yl)benzo[d]thiazole-6- carboxylic acid. The inter-mediate 2-(piperidin-1-yl)benzo[d]thiazole-6-carboxylic acid have been isolated as stable compounds. The chemical structures of synthesized compounds were established based on the 1H & 13C NMR and IR spectral data. The mass of the novel compounds was established wi
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10

Gelbrich, Thomas, Denise Rossi, and Ulrich J. Griesser. "Two polymorphs and the diethylammonium salt of the barbiturate eldoral." Acta Crystallographica Section C Crystal Structure Communications 68, no. 2 (2012): o65—o70. http://dx.doi.org/10.1107/s0108270111055120.

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Polymorph (Ia) of eldoral [5-ethyl-5-(piperidin-1-yl)barbituric acid or 5-ethyl-5-(piperidin-1-yl)-1,3-diazinane-2,4,6-trione], C11H17N3O3, displays a hydrogen-bonded layer structure parallel to (100). The piperidine N atom and the barbiturate carbonyl group in the 2-position are utilized in N—H...N and N—H...O=C hydrogen bonds, respectively. The structure of polymorph (Ib) contains pseudosymmetry elements. The two independent molecules of (Ib) are connectedviaN—H...O=C(4/6-position) and N—H...N(piperidine) hydrogen bonds to give a chain structure in the [100] direction. The hydrogen-bonded la
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11

Kalinowska-Tłuścik, Justyna, Agata Piaskowska, and Marcin Kołaczkowski. "Multifunctional arylsulfonamide derivatives with 5-HT6/5-HT7 receptor antagonistic activity: a structural study." Acta Crystallographica Section C Structural Chemistry 74, no. 11 (2018): 1477–86. http://dx.doi.org/10.1107/s2053229618013748.

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Nowadays, a search for antagonists co-acting on serotonin receptor subtypes 6 and 7 (5-HT6R and 5-HT7R, respectively) is of great interest due to the increasing number of patients suffering from dementia and related behavioural and psychological symptoms. The X-ray crystal structures of four promising multifunctional ligands in the hydrochloride forms were determined, namely 4-(6-fluoro-1,2-benzoxazol-3-yl)-1-[3-(3-methylbenzenesulfonamido)propyl]piperidin-1-ium chloride, C22H27FN3O3S+·Cl−, (I), 4-(6-fluoro-1,2-benzoxazol-3-yl)-1-[4-(5-fluoro-3-methylbenzo[b]thiophene-2-sulfonamido)butyl]piper
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12

Möhrle, H., and J. Mehrens. "Reaktivität nitrophenylsubstituierter cyclischer Amine bei Dehydrierungen / The Reactivity of Nitrophenyl Substituted Cyclic Amines with Dehydrogenations." Zeitschrift für Naturforschung B 53, no. 1 (1998): 37–48. http://dx.doi.org/10.1515/znb-1998-0109.

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Piperidine and perhydroazepine bearing a 1 -(4-nitrophenyl) substituent were inert to mercury-edta, while the a-pipecoline derivative gave an aminoketone with cleavage of the heterocycle. However the corresponding (2-nitrophenyl) compounds reacted to give respectively a piperidin-2-one, an aminopentanal and an aminohexanone.By an additional substituent in 2′-position the p-nitro compounds underwent dehydrogenation too. With a methyl group resulted a pattern analogous to o-nitro products. A neighbouring hydroxymethyl function enhanced the reaction with formation of benzoxazines and if possible
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13

Elavarasan, Thangasamy, Durairaj Peter Bhakiaraj, and Mannathusamy Gopalakrishnan. "Synthesis, Spectral Analysis, In Vitro Microbiological Evaluation, and Molecular Docking Studies of Some Novel 1-(1-Aryl-1H-tetrazol-5-yl)-2-(piperidin-1-yl)ethanone Derivatives." ISRN Organic Chemistry 2014 (May 6, 2014): 1–9. http://dx.doi.org/10.1155/2014/120173.

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A new series of novel heterocyclic compounds containing both tetrazoles and piperidine nuclei together, namely, 1-(1-aryl-1H-tetrazol-5-yl)-2-(piperidin-1-yl)ethanone (22–28), were synthesized by the treatment of the respective 2-chloro-1-(1-aryl-1H-tetrazol-5-yl)ethanone (15–21) with piperidine in acetonitrile for 6 h. A series of novel tetrazole substituted piperidine derivatives were synthesized and evaluated for their antimicrobial activity using serial dilution method. The structures of the synthesized compounds were characterized by IR, 1H NMR, 13C NMR, mass spectral data, and elemental
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14

Shaista Zafar, Shaista Zafar, Shamim Akhtar Shamim Akhtar, Syed Imran Ali Syed Imran Ali, Nausheen Mushtaq Nausheen Mushtaq, and Sabahat Naeem and Mohsin Ali Sabahat Naeem and Mohsin Ali. "Synthesis, Characterization and Antimicrobial Activity of Piperidine Derivatives." Journal of the chemical society of pakistan 41, no. 2 (2019): 363. http://dx.doi.org/10.52568/000727/jcsp/41.02.2019.

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Synthesis of various piperidine derivatives having important biological and pharmacological potentials has been discussed in the past. In present study we reported the synthesis of benzoyl and sulphonyl derivatives by taking Piperidine-4-carboxamide as principal molecule. These compounds were characterized by various spectroscopic techniques such as NMR, FTIR and Mass spectrometry. Elemental composition was explored using CHN analyzer. Antimicrobial activity study of the synthesized compounds was performed using disc diffusion method. Dissociation constant (pKa) of the synthesized compounds we
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15

Mill, Sibel, and Claude Hootelé. "A revised structure for the piperidine alkaloid andrachamine." Canadian Journal of Chemistry 74, no. 12 (1996): 2434–43. http://dx.doi.org/10.1139/v96-272.

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A new method for the synthesis of trans-2,6-disubstituted piperidine derivatives is described. The transformation of cyclic α-methoxycarbamates 5 and 6 affords trans ketones 17 and 18. The synthesis of diols 1–4 from 17 and 18 has shown that the structure proposed in the literature for the piperidine alkaloid andrachamine is incorrect. A reexamination of the original spectral data of this alkaloid suggested that it is a meso 2,6-disubstituted piperidine derivative. Unambiguous syntheses of 23 and 24 and comparison with a sample of andrachamine have established that this alkaloid possesses stru
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16

Šilhánková, Alexandra, Michal Hoskovec, Radek Liboska, and Miloslav Ferles. "Mannich and Grignard reaction of some N-(2-propynyl)azaheterocycles." Collection of Czechoslovak Chemical Communications 54, no. 4 (1989): 1067–81. http://dx.doi.org/10.1135/cccc19891067.

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1,4-Disubstituted butynes IV-VII were prepared by Mannich reaction of N-(2-propynyl) derivatives of 1,2,3,4-tetrahydroquinoline, 1,2,3,4-tetrahydroisoquinoline, piperidine and azacycloheptane with polyoxymethylene and another heterocyclic amines. Reaction of 3-(1-piperidinyl)-1-propynylmagnesium bromide or 3-(1-azacycloheptyl)-1-propynylmagnesium bromide afforded alcohols X-XIII.
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17

Bonandi, Elisa, Giada Tedesco, Dario Perdicchia, and Daniele Passarella. "Total Synthesis of (–)-Anaferine: A Further Ramification in a Diversity-Oriented Approach." Molecules 25, no. 5 (2020): 1057. http://dx.doi.org/10.3390/molecules25051057.

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The piperidine ring is a widespread motif in several natural bioactive alkaloids of both vegetal and marine origin. In the last years, a diversity-oriented synthetic (DOS) approach, aimed at the generation of a library of piperidine-based derivatives, was developed in our research group, employing commercially available 2-piperidine ethanol as a versatile precursor. Here, we report the exploration of another ramification of our DOS approach, that led us to the stereoselective total synthesis of (–)-anaferine, a bis-piperidine alkaloid present in Withania somnifera extract. This natural product
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18

Kiss, Loránd, Melinda Nonn, Lamiaa Ouchakour, and Attila M. Remete. "Application of Oxidative Ring Opening/Ring Closing by Reductive Amination Protocol for the Stereocontrolled Synthesis of Functionalized Azaheterocycles." Synlett 33, no. 04 (2021): 307–28. http://dx.doi.org/10.1055/s-0040-1719850.

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AbstractThe current Account gives an insight into the synthesis of some N-heterocyclic β-amino acid derivatives and various functionalized saturated azaheterocycles accessed from substituted cycloalkenes via ring C=C bond oxidative cleavage followed by ring closing across double reductive amination. The ring-cleavage protocol has been accomplished according to two common approaches: a) Os-catalyzed dihydroxylation/NaIO4 vicinal diol oxidation and b) ozonolysis. A comparative study on these methodologies has been investigated. Due to the everincreasing relevance of organofluorine chemistry in d
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19

OLIVEIRA, MAILCAR F., TELMA L. G. LEMOS, MARCOS C. DE MATTOS, TACIANA A. SEGUNDO, GILVANDETE M. P. SANTIAGO, and RAIMUNDO BRAZ-FILHO. "New enamine derivatives of lapachol and biological activity." Anais da Academia Brasileira de Ciências 74, no. 2 (2002): 211–21. http://dx.doi.org/10.1590/s0001-37652002000200004.

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A convenient synthesis of the new enamine derivatives 2-(4-morpholinyl)-3-(3-methyl-2-butenyl)-1,4-naphthalenedione, 2-(1-piperidinyl)-3-(3-methyl-2-butenyl)-1,4-naphtalenedione and 2-(1-pyrrolidinyl)-3-(3-methyl-2-butenyl)-1,4-naphthalenedione was carried out from natural 2-hydroxy-3-(3-methyl-2-butenyl)-1,4-naphthalenedione (lapachol) and morpholine, piperidine and pyrrolidine. The structures of the products were established mainly by NMR analysis, including 2D experiments. Biological activities of these products were evaluated against Artemia salina, Aedes aegypti and cytotoxicity using A54
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20

Pareek, Veena, Pradeep K. Paliwal, and Shubha Jain. "SYNTHESIS AND CHARACTERIZATION OF SOME BENZOTHIAZOLOPYRAZOLINE DERIVATIVES." International Journal of Engineering Technologies and Management Research 4, no. 12 (2020): 94–97. http://dx.doi.org/10.29121/ijetmr.v4.i12.2017.598.

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A new route for the synthesis of benzothiazolopyrazoline derivatives has been developed using various chalcone derivatives and 2-hydrazinobenzothiazole and piperidine catalyst. The product obtained in shorter reaction times and piperidine behaves as good catalyst for the cycloaddition rof chalcone and 2-hydrazinobenzothiazole. The reaction carried out in aqueous-ethanol medium at reflux condition and product obtained in high yield.
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21

Darwish, Elham S., Mahmoud A. Abdelrahman, and Abdellatif M. Salaheldin. "Enamines in Heterocyclic Synthesis: A Novel Simple and Efficient Route to Condensed Pyridazines." Zeitschrift für Naturforschung B 66, no. 6 (2011): 597–602. http://dx.doi.org/10.1515/znb-2011-0607.

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An efficient and easy preparation of enamine derivatives, via active methyl and methylene compounds by in situ-generated 1-(diethoxymethyl)piperidine, produced from the mixture of triethyl orthoformate/piperidine/DMF, are described. Some new pyridazinone derivatives have been synthesized from the reaction of enamines with hydrazine hydrate and cyanoacid hydrazide.
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22

Hammouda, M., A. S. El-Ahl, Y. M. El-Toukhee, and M. A. Metwally. "Reactions of Ketonic Mannich Bases with Malononitrile and Malononitrile dimer." Journal of Chemical Research 2002, no. 2 (2002): 89–94. http://dx.doi.org/10.3184/030823402103171258.

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The reaction of malononitrile with the tertiary Mannich base hydrochloride derived from acetophenone and some related compounds 1, 3, 5 and 7, in piperidine at 50°C afforded the pyrido[1,2-a]pyrimidine derivatives 2, tetrahydronaphthalene derivative 4 substituted quinolines 6 and benzopyran derivatives 8. While the condensation of malononitrile dimer with acetophenone, cyclohexanone and/ or α-tetralone Mannich bases hydrochloride 1, 3 and 9 gave the pyridine, isoquinoline and benzo[f]isoquinoline derivatives 10–12 in moderate to good yield.
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23

Möhrle, H., and M. Jeandrée. "Chinazolinderivate durch Cyclodehydrierung von N-(2-substituierten Aryl)-Piperidinen / Quinazoline Derivatives by Cyclodehydrogenation of N-(2-Substituted Aryl)-Piperidines." Zeitschrift für Naturforschung B 54, no. 12 (1999): 1577–88. http://dx.doi.org/10.1515/znb-1999-1217.

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Dehydrogenation of the N-[2-(aminocarbonyl)phenyl]piperidines 1 -5 using Hg(II)-EDTA, generated the quinazolinones 6 -9 . Increasing size of the 4-substituent in the piperidine decreased the oxidation rate and the product yield.N-[2-(Hydroxyiminomethyl)phenyl]piperidines 18-22 showed a different behaviour. While 18 with H g(II)-EDTA in water produced the oxime lactam 24 in quantitative yield, the 4- substituted piperidines 19-21 caused not only a lower reaction rate but also an altered product pattern. The double dehydrogenation to lactams was reduced and the cyclic nitrones, formed by two ele
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24

Breierová, Emília, Ján Šajbidor, and Martin Lamačka. "The Influence of Newly Synthesised Fenpropimorph Derivatives on Some Pathogen Yeasts." Zeitschrift für Naturforschung C 56, no. 1-2 (2001): 53–57. http://dx.doi.org/10.1515/znc-2001-1-210.

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Abstract The effect of minimum inhibitory concentrations (MICs) of six novel fenpropimorph deri­vatives on lipid and sterol composition of Candida albicans, Cryptococcus neoformans, Malassezia pachydermatis and Malassezia furfur was investigated. The MICs for the most effective derivatives were found in the range from 3.7 to 56.7 μм and were 2 -3 times lower compared to the commercial fungicide bifonazol. The more efficient fenpropimorph derivatives were the piperidine derivative for C. albicans and the allylamine derivative for Cr. neoformans, M. pachydermatis and M. furfur . The inhibitor in
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25

Ribeiro da Silva, M. A. V., and Joana I. T. A. Cabral. "Thermochemical properties of three piperidine derivatives." Journal of Thermal Analysis and Calorimetry 90, no. 3 (2007): 865–71. http://dx.doi.org/10.1007/s10973-007-8316-0.

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26

Zamoner, Luís O. B., Valquiria Aragão-Leoneti, and Ivone Carvalho. "Iminosugars: Effects of Stereochemistry, Ring Size, and N-Substituents on Glucosidase Activities." Pharmaceuticals 12, no. 3 (2019): 108. http://dx.doi.org/10.3390/ph12030108.

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N-substituted iminosugar analogues are potent inhibitors of glucosidases and glycosyltransferases with broad therapeutic applications, such as treatment of diabetes and Gaucher disease, immunosuppressive activities, and antibacterial and antiviral effects against HIV, HPV, hepatitis C, bovine diarrhea (BVDV), Ebola (EBOV) and Marburg viruses (MARV), influenza, Zika, and dengue virus. Based on our previous work on functionalized isomeric 1,5-dideoxy-1,5-imino-D-gulitol (L-gulo-piperidines, with inverted configuration at C-2 and C-5 in respect to glucose or deoxynojirimycin (DNJ)) and 1,6-dideox
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27

Cholli, Ashok L., and Donald J. Pennino. "Application of Two-Dimensional NMR Spectroscopy to the Study of Substituted Piperidine Derivatives. Part I: L-Methyl-2-Piperidine Methanol." Applied Spectroscopy 42, no. 6 (1988): 1004–8. http://dx.doi.org/10.1366/0003702884430182.

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One- and two-dimensional NMR experiments are used to study substituted piperidine derivatives in both free base and salt form. The investigation of 1-methyl-2-piperidine methanol has resulted in stereostructural elucidation of this compound in the salt form.
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28

Naito, Yuki, Naoki Shida, and Mahito Atobe. "Synthesis of piperidine and pyrrolidine derivatives by electroreductive cyclization of imine with terminal dihaloalkanes in a flow microreactor." Beilstein Journal of Organic Chemistry 18 (March 29, 2022): 350–59. http://dx.doi.org/10.3762/bjoc.18.39.

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We have successfully synthesized piperidine and pyrrolidine derivatives by electroreductive cyclization using readily available imine and terminal dihaloalkanes in a flow microreactor. Reduction of the substrate imine on the cathode proceeded efficiently due to the large specific surface area of the microreactor. This method provided target compounds in good yields compared to a conventional batch-type reaction. Furthermore, piperidine and pyrrolidine derivatives could be obtained on preparative scale by continuous electrolysis for approximately 1 hour.
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29

Compernolle, Frans, M. Ashty Saleh, Stefan Van den Branden, Suzanne Toppet, and Georges Hoornaert. "Regioselective oxidation of piperidine-3 derivatives: a synthetic route to 2,5-substituted piperidines." Journal of Organic Chemistry 56, no. 7 (1991): 2386–90. http://dx.doi.org/10.1021/jo00007a025.

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30

Uhl, Werner, and Andreas Vogelpohl. "cis/trans Isomers of Dimeric Dialkylaluminum and Dialkylgallium Hydrazides." Zeitschrift für Naturforschung B 63, no. 10 (2008): 1149–54. http://dx.doi.org/10.1515/znb-2008-1002.

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AbstractThe reaction of diethylaluminum hydride with the hydrazine derivatives 1-aminopyrrole and 1- aminopiperidine afforded the corresponding dialkylaluminum hydrazides (1 and 2) by the release of elemental hydrogen. Both products are dimeric in the solid state. While 1 adopts a cis arrangement of the pyrrole groups, a trans configuration was determined for the piperidine compound 2. Only 1 gives an equilibrium mixture of cis and trans isomers in solution. Similar compounds (3 and 4) were obtained by the treatment of the same hydrazines with di(tert-butyl)gallium hydride. Both products exhib
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31

Sorokin, Vladimir I., Valery A. Ozeryanskii, Gennady S. Borodkin, Anatoly V. Chernyshev, Max Muir, and Jon Baker. "Preparation of Dialkylamino-Substituted Benzenes and Naphthalenes by Nucleophilic Replacement of Fluorine in the Corresponding Perfluoroaromatic Compounds." Zeitschrift für Naturforschung B 61, no. 5 (2006): 615–25. http://dx.doi.org/10.1515/znb-2006-0519.

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The reactions between hexafluorobenzene (HFB) and octafluoronaphthalene (OFN) with secondary aliphatic amines (pyrrolidine, dimethylamine and piperidine) and lithium amides (pyrrolidide, dimethylamide and piperidide) have been investigated both experimentally and (in part) theoretically. With amines HFB, depending on the selected conditions, gives either di-substituted products or a complex mixture of di-, tri- and tetrasubstituted compounds. Under similar conditions OFN produces almost exclusively the 2,3,6,7-tetrasubstituted compound. Interaction of HFB with the more nucleophilic lithium ami
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32

Choi, Jeong Ho, Soung Hee Yun, Yeong Eun Kim, Yeo Il Yoon, and Sung Chan Nam. "The Effect of Functional Group Position of the Piperidine Derivatives on the CO2Absorption Characteristics in the (H2O-Piperidine-CO2) System." Korean Chemical Engineering Research 53, no. 1 (2015): 57–63. http://dx.doi.org/10.9713/kcer.2015.53.1.57.

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33

Leeantha, Naicker, Katharigatta Narayanaswamy Venugopala, Shode Francis, and Odhav Bharti. "Antimicrobial and antioxidant activities of piperidine derivatives." African Journal of Pharmacy and Pharmacology 9, no. 31 (2015): 783–92. http://dx.doi.org/10.5897/ajpp2015.4335.

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34

Şener, Şadiye, and Ahmet Mete. "New Phosphorylated Derivatives of Piperidine and Pyrrolidine." Synthetic Communications 27, no. 2 (1997): 307–13. http://dx.doi.org/10.1080/00397919708005033.

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35

JAING, Fuxiang, Qiaozhen LIU, Guo WANG, and Heru CHEN. "Synthesis of Piperidine Derivatives from 1,5-Diols." Acta Agronomica Sinica 30, no. 7 (2013): 769. http://dx.doi.org/10.3724/sp.j.1095.2013.20516.

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36

KURBAT, N. M., K. D. PRALIEV, T. A. SALITA, V. K. YU, and YE L. VERINA. "ChemInform Abstract: Neuropharmacological Activity of Piperidine Derivatives." ChemInform 23, no. 36 (2010): no. http://dx.doi.org/10.1002/chin.199236306.

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37

Hayashi, Ryoji, Hideki Sakagami, Masakazu Koiwa, Hiroaki Ito, Mitsuko Miyamoto, and Masafumi Isogaya. "Piperidine derivatives as nonprostanoid IP receptor agonists." Bioorganic & Medicinal Chemistry Letters 26, no. 9 (2016): 2360–64. http://dx.doi.org/10.1016/j.bmcl.2016.03.009.

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38

Kurbat, N. M., K. D. Praliev, T. A. Salita, V. K. Yu, and E. L. Verina. "Neuropharmacological activity of piperidine derivatives (a review)." Pharmaceutical Chemistry Journal 25, no. 7 (1991): 450–62. http://dx.doi.org/10.1007/bf00771998.

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39

Modyanova, L. V., M. R. Duduchava, N. F. Piskunkova, G. V. Grishina, P. B. Terent'ev, and I. A. Parshikov. "Microbiological transformation of piperidine and pyridine derivatives." Chemistry of Heterocyclic Compounds 35, no. 5 (1999): 580–86. http://dx.doi.org/10.1007/bf02324642.

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40

Arena, Giada, Elena Cini, Elena Petricci, Rosario Randino, and Maurizio Taddei. "A highly stereo-controlled protocol to prepare pipecolic acids based on Heck and cyclohydrocarbonylation reactions." Organic Chemistry Frontiers 2, no. 5 (2015): 526–30. http://dx.doi.org/10.1039/c5qo00025d.

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41

Sugimoto, Hachiro, Yutaka Tsuchiya, Hiroyuki Sugumi, et al. "Novel piperidine derivatives. Synthesis and anti-acetylcholinesterase activity of 1-benzyl-4-[2-(N-benzoylamino)ethyl]piperidine derivatives." Journal of Medicinal Chemistry 33, no. 7 (1990): 1880–87. http://dx.doi.org/10.1021/jm00169a008.

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42

Klegraf, Ellen, and Horst Kunz. "Stereoselective Synthesis of 3-Substituted and 3,4-Disubstituted Piperidine und Piperidin-2-one Derivatives." Zeitschrift für Naturforschung B 67 (2012): 0389. http://dx.doi.org/10.5560/znb.2012.67b0389.

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43

Vinaya, Kambappa, Chandagirikoppal V. Kavitha, Siddappa Chandrappa, Doddakunche S. Prasanna, Sathees C. Raghavan, and Kanchugarakoppal S. Rangappa. "Synthesis and Antileukemic Activity of Novel 4-(3-(Piperidin-4-yl) Propyl)Piperidine Derivatives." Chemical Biology & Drug Design 78, no. 4 (2011): 622–30. http://dx.doi.org/10.1111/j.1747-0285.2011.01184.x.

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44

Möhrle, Hans, and Johannes Berlitz. "Oxidation 2-substituierter Pyrrolidine und Piperidine als Nicotinanaloga / Oxidation of 2-substituted Pyrrolidines and Piperidines as Nicotine Analogues." Zeitschrift für Naturforschung B 63, no. 8 (2008): 985–92. http://dx.doi.org/10.1515/znb-2008-0811.

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The oxidation of nicotine (1) with Hg(II)-EDTA follows the direction to the α-methylene group of the pyrrolidine part and results in a two-step dehydrogenation to lactam 3. The same course is observed with the aromatic or heteroaromatic 2-substituted compounds 4 - 7 to give the pyrrolidones 8 - 11. In contrast, the 2-methyl- or 2-methylaryl-substituted pyrrolidines 12 - 14 are attacked at the α-methine group with only a two-electron withdrawal and give rise to the iminium derivatives 15 - 17. These salts as well as the corresponding enamines show, after addition of D2O, exchange phenomena in t
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45

Shawish, Ihab, Saied M. Soliman, Matti Haukka, Ali Dalbahi, Assem Barakat, and Ayman El-Faham. "Synthesis, and Molecular Structure Investigations of a New s-Triazine Derivatives Incorporating Pyrazole/Piperidine/Aniline Moieties." Crystals 11, no. 12 (2021): 1500. http://dx.doi.org/10.3390/cryst11121500.

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In this work, we synthesized two new s-triazine incorporates pyrazole/piperidine/aniline moieties. Molecular structure investigations in the light of X-ray crystallography combined with Hirshfeld and DFT calculations were presented. Intermolecular interactions controlling the molecular packing of 4-(3,5-dimethyl-1H-pyrazol-1-yl)-N-phenyl-6-(piperidin-1-yl)-1,3,5-triazin-2-amine; 5a and N-(4-bromophenyl)-4-(3,5-dimethyl-1H-pyrazol-1-yl)-6-(piperidin-1-yl)-1,3,5-triazin-2-amine; 5b were analyzed using Hirshfeld calculations. The most dominant interactions are the H...H, N...H and H...C contacts
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46

Shibata, Norio, Satoru Suzuki, Tomohiro Kamo, Kazunobu Fukushi, Etsuko Tokunaga та Yuji Sumii. "Intramolecular Aminotrifluoromethanesulfinyloxylation of ω-Aminoalkenes by CF3SO2Na/Pd(OAc)2/PhI(OAc)2/ t BuOCl/PivOH System". Synlett 29, № 04 (2017): 425–29. http://dx.doi.org/10.1055/s-0036-1591720.

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The first example of palladium-catalyzed intramolecular aminotrifluoromethanesulfinyloxylation of unactivated ω-aminoalkenes has been achieved. Reaction conditions are rather unique with a complex consisting of CF3SO2Na/Pd(OAc)2/PhI(OAc)2/ t BuOCl/PivOH to provide 6-endo-cyclized type products with a piperidine skeleton. Yields are moderate, and SO2 is not extruded. This method also provides the first synthesis of 3-trifluoromethanesulfinyloxy piperidine derivatives.
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Liu, Wen, Pengfei Zhou, Jiawen Lang, Shunxi Dong, Xiaohua Liu, and Xiaoming Feng. "A nickel(ii)-catalyzed asymmetric intramolecular Alder-ene reaction of 1,7-dienes." Chemical Communications 55, no. 31 (2019): 4479–82. http://dx.doi.org/10.1039/c9cc01521c.

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48

Lombrea, Adelina, Alexandra Denisa Scurtu, Stefana Avram, et al. "Anticancer Potential of Betulonic Acid Derivatives." International Journal of Molecular Sciences 22, no. 7 (2021): 3676. http://dx.doi.org/10.3390/ijms22073676.

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Clinical trials have evidenced that several natural compounds, belonging to the phytochemical classes of alkaloids, terpenes, phenols and flavonoids, are effective for the management of various types of cancer. Latest research has proven that natural products and their semisynthetic variants may serve as a starting point for new drug candidates with a diversity of biological and pharmacological activities, designed to improve bioavailability, overcome cellular resistance, and enhance therapeutic efficacy. This review was designed to bring an update regarding the anticancer potential of betulon
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Lutz, J. Patrick, Stephen T. Chau, and Abigail G. Doyle. "Nickel-catalyzed enantioselective arylation of pyridine." Chemical Science 7, no. 7 (2016): 4105–9. http://dx.doi.org/10.1039/c6sc00702c.

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Wu, Yen-Ku, and Viresh H. Rawal. "Rapid construction of tetrahydropyridine scaffolds via formal imino Diels–Alder reactions of Schiff bases and Nazarov reagents." Organic & Biomolecular Chemistry 17, no. 39 (2019): 8827–31. http://dx.doi.org/10.1039/c9ob01880h.

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