163630-89-5Relevant academic research and scientific papers
Transition-Metal-Free Deconstructive Lactamization of Piperidines
Romero-Iba?ez, Julio,Cruz-Gregorio, Silvano,Sandoval-Lira, Jacinto,Hernández-Pérez, Julio M.,Quintero, Leticia,Sartillo-Piscil, Fernando
supporting information, p. 8867 - 8871 (2019/05/28)
One of the major challenges in organic synthesis is the activation or deconstructive functionalization of unreactive C(sp3)–C(sp3) bonds, which requires using transition or precious metal catalysts. We present here an alternative: the deconstructive lactamization of piperidines without using transition metal catalysts. To this end, we use 3-alkoxyamino-2-piperidones, which were prepared from piperidines through a dual C(sp3)–H oxidation, as transitory intermediates. Experimental and theoretical studies confirm that this unprecedented lactamization occurs in a tandem manner involving an oxidative deamination of 3-alkoxyamino-2-piperidones to 3-keto-2-piperidones, followed by a regioselective Baeyer–Villiger oxidation to give N-carboxyanhydride intermediates, which finally undergo a spontaneous and concerted decarboxylative intramolecular translactamization.
FUSED PIPERIDINE AMIDES AS MODULATORS OF ION CHANNELS
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Paragraph 00182; 00183, (2015/02/02)
The invention relates to fused piperidine amides useful as inhibitors of ion channels for the treatment of pain. The invention also provides pharmaceutically acceptable compositions comprising the compounds of the invention and methods of using the compositions in the treatment of various disorders.
Synthesis, molecular docking and binding studies of selective serotonin transporter inhibitors
Nencetti, Susanna,Mazzoni, Maria R.,Ortore, Gabriella,Lapucci, Annalina,Giuntini, Janette,Orlandini, Elisabetta,Banti, Irene,Nuti, Elisa,Lucacchini, Antonio,Giannaccini, Gino,Rossello, Armando
, p. 825 - 834 (2011/04/18)
With the aim of obtaining compounds possessing high SERT selectivity, in the present work we synthesized and studied the inhibition of serotonin (SERT), dopamine (DAT) and norepinephrine (NET) transporters by docking studies and experimental binding measu
Palladium(0)-catalyzed alkynyl and allenyl iminium ion cyclizations leading to 1,4-disubstituted 1,2,3,6-tetrahydropyridines
Tsukamoto, Hirokazu,Kondo, Yoshinori
supporting information; experimental part, p. 4851 - 4854 (2009/02/08)
(Chemical Equation Presented) The biologically important title heterocyclic compounds can be synthesized by two methods based on the cyclization of alkynyl and allenyl iminium ions generated in situ in the presence of organometallic reagents (see scheme).
SYNTHESIS OF UNSATURATED PIPERIDINES FROM PIPERIDONES WITH A SILYL REAGENT
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Page/Page column 28-29, (2008/12/07)
Syntheses of unsaturated piperidines from piperidones through a silyl pipehdine reagent via the Shapiro reaction and palladium-catalyzed cross- coupling reactions with organo halides.
Synthesis of 4-arylpiperidines from 1-benzyl-4-piperidone: Application of the shapiro reaction and alkenylsilane cross-coupling
Morrill, Christie,Mani, Neelakandha S.
, p. 1505 - 1508 (2008/02/02)
Equation Presented 1-Benzyl-3,4-unsaturated-4-piperidinyl benzyldimethylsilane has been prepared and observed to readily undergo palladium-catalyzed cross-coupling reactions with a variety of aryl iodides and aryl bromides to generate 3,4-unsaturated 4-arylpiperidines, often at ambient temperature.
Structural changes of benzylether derivatives of vesamicol and their influence on the binding selectivity to the vesicular acetylcholine transporter
Wenzel, Barbara,Sorger, Dietlind,Heinitz, Katrin,Scheunemann, Matthias,Schliebs, Reinhard,Steinbach, J?rg,Sabri, Osama
, p. 1197 - 1205 (2007/10/03)
18F labelled vesamicol analogues, which bind to the vesicular acetylcholine transporter (VAChT) in central cholinergic nerve terminals, are expected to be potential radioligands for the visualisation of cholinergic transmission deficits via pos
New synthesis and application of 3-substituted prolinols
Chang, Meng-Yang,Chen, Chung-Yi,Tasi, Min-Ruey,Tseng, Tze-Wei,Chang, Nein-Chen
, p. 840 - 846 (2007/10/03)
Carbon skeleton of polysubstituted pyroglutamates with three contiguous asymmetric centers was built up in one base-induced coupling/cyclization reaction of α-sulfonylacetamide with 2-bromo-2-propenoates. A simple transformation to 3-substituted prolinols
Cyclohexyl derivatives and their use as therapeutic agents
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Page 23, (2010/02/03)
The present invention relates compounds of the formula (I): wherein ring A is a phenyl or pyridyl ring; X represents a linker selected from the group consisting of: (a), (b), (c), (d), (e), (f), (g), (h), (i), (j), (k), (l) and R1, R2, R3, R4, R5, R6, R7, R13, R14, R15, R16, R?17, R18, R19, R21a and R21b are as defined herein. The compounds are of particular use in the treatment or prevention of depression, anxiety, pain, inflammation, migraine, emesis or postherpetic neuralgia.
Cyclohexane derivatives and their use as therapeutic agents
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Page 19, (2010/02/06)
The present invention relates compounds of formula (I), wherein ring A is a phenyl or pyridyl ring; X represents a linker selected from the group consisting of formulae: (a), (b), (c), (d), and (e); and R1, R2, R3, R4, R5, R6, R7, R13, R14, R15, R16, R17, R21a and R21b are as defined herein. The compounds are of particular use in the treatment or prevention of depression, anxiety, pain, inflammation, migraine, emesis or postherpetic neuralgia.
