Showing papers on "Morpholine published in 2014"
TL;DR: The preliminary bioassay indicates that the Schiff base and its zinc complex exhibit inhibitory activity against the human gastric cancer cell lines.
119 citations
TL;DR: Glycidyl methacrylate emulsion-templated porous polymers (polyHIPEs) were prepared by thermal and photopolymerisation and derivatised with morpholine, tris(2-aminoethylamine) and a bisamino-PEG homobifunctional molecule and was found to be excellent for small molecule amines but low for the reaction with PEG.
74 citations
TL;DR: The study reveals that apparently there is nearly no linear relationship between kcat and E° values of the complexes, and a detailed density functional theory (DFT) calculation sheds light on this subject.
Abstract: A library of 15 dicopper complexes as synthetic analogues of catechol oxidase has been synthesized with the aim to determine the relationship between the electrochemical behavior of the dicopper(II) species in the absence as well as in the presence of 3,5-di-tert-butylcatechol (3,5-DTBC) as model substrate and the catalytic activity, kcat, in DMSO medium. The complexes have been characterized by routine physicochemical techniques as well as by X-ray single-crystal structure analysis in some cases. Fifteen “end-off” compartmental ligands have been designed as 1 + 2 Schiff-base condensation product of 2,6-diformyl-4-R-phenol (R = Me, tBu, and Cl) and five different amines, N-(2-aminoethyl)piperazine, N-(2-aminoethyl)pyrrolidine, N-(2-aminoethyl)morpholine, N-(3-aminopropyl)morpholine, and N-(2-aminoethyl)piperidine. Interestingly, in case of the combination of 2,6-diformyl-4-methylphenol and N-(2-aminoethyl)morpholine/N-(3-aminopropyl)morpholine/N-(2-aminoethyl)piperidine 1 + 1 condensation becomes the real...
71 citations
TL;DR: Azomethine ylides are accessed under mild conditions via benzoic acid catalyzed condensations of 1,2,3,4-tetrahydroisoquinolines or tryptolines with aldehydes bearing a pendent dipolarophile.
62 citations
TL;DR: Computational studies employing density functional theory indicate that acetic acid reduces the energy barriers of two separate steps, both of which involve proton transfer.
61 citations
TL;DR: Mechanistic studies revealed that these complexes are rapidly reduced to the active NHC-Pd(0) species at ambient temperature in the presence of KOtBu, thus avoiding the formation of deleterious off-cycle Pd(II)-thiolate resting states.
Abstract: A series of new, easily activated NHC-Pd(II) precatalysts featuring a trans-oriented morpholine ligand were prepared and evaluated for activity in carbon-sulfur cross-coupling chemistry. [(IPent)PdCl2(morpholine)] (IPent=1,3-bis(2,6-di(3-pentyl)phenyl)imidazol-2-ylidene) was identified as the most active precatalyst and was shown to effectively couple a wide variety of deactivated aryl halides with both aryl and alkyl thiols at or near ambient temperature, without the need for additives, external activators, or pre-activation steps. Mechanistic studies revealed that, in contrast to other common NHC-Pd(II) precatalysts, these complexes are rapidly reduced to the active NHC-Pd(0) species at ambient temperature in the presence of KOtBu, thus avoiding the formation of deleterious off-cycle Pd(II)-thiolate resting states.
60 citations
TL;DR: In this paper, a comprehensive analysis of overall reactions network was carried out to address the major channels of methanol to olefins conversion, and the results indicated that the nature of the template determines the morphology of nanostructured CeAPSO-34 due to different rate of crystal growth.
58 citations
TL;DR: An efficient synthesis of N-substituted indole derivatives was realized by combining the Pd-catalyzed one-pot multicomponent coupling approach with cleavage of the C(sp(3))-N bonds.
Abstract: An efficient synthesis of N-substituted indole derivatives was realized by combining the Pd-catalyzed one-pot multicomponent coupling approach with cleavage of the C(sp(3))-N bonds. Three or four components of aryl iodides, alkynes, and amines were involved in this coupling process. The cyclopentadiene-phosphine ligand showed high efficiency. A variety of aryl iodides, including cyclic and acyclic tertiary amino aryl iodides, and substituted 1-bromo-2-iodobenzene derivatives could be used. Both symmetric and unsymmetric alkynes substituted with alkyl, aryl, or trimethylsilyl groups could be applied. Cyclic secondary amines such as piperidine, morpholine, 4-methylpiperidine, 1-methylpiperazine, 2-methylpiperidine, and acyclic amines including secondary and primary amines all showed good reactivity. Further application of the resulting indole derivatives was demonstrated by the synthesis of benzosilolo[2,3-b]indole.
43 citations
TL;DR: In this article, it was shown that bromination of aliphatic and benzylic sp3 CH bonds can be achieved with visible light photoredox catalysis by using a low loading of Eosin'y disodium salt, an inexpensive organic dye, as a photorediox catalyst.
42 citations
TL;DR: Investigations of the cytotoxic effect of those compounds against different human cell lines indicated that some compounds showed high selective cytotoxicity against colon cancer HCT-116 cells and compounds 17b and 20b were promising anti-cancer agents that induced intrinsic apoptosis pathway in colon cancer cells.
38 citations
TL;DR: In this article, a new synthetic procedure for polysubstituted 2-aminothiophenes was developed via Gewald type ring-opening reaction of 1,1-dicyano-2,3-diarylcyclopropanes with elemental sulfur in N,N-dimethylformamide in the presence of morpholine as base.
TL;DR: In this paper, a series of trans-[PdBr2(amine)(indy)] complexes with pendant teriary amine functionalities in the side chain of the NHC ligand has been prepared by postcoordinative modification of a single bromoalkyl-functionalized precursor complex.
TL;DR: In this article, the synthesis and characterization of a series of cobalt(III) complexes of the general type trans -[Co(Me-salen)(L 2 )]X, are described.
TL;DR: Anomeric gem-diallylation, monoβ-crotylation and mono-β-propargylation of sugar 1,5 and 1,4 lactones have been achieved under Barbier reaction conditions using Zn powder and a catalytic amount of TMSCl as an activator.
Abstract: Anomeric gem-diallylation, mono-β-crotylation and mono-β-propargylation of sugar 1,5 and 1,4 lactones have been achieved under Barbier reaction conditions using Zn powder and a catalytic amount of TMSCl as an activator. Ring closing olefin metathesis of the synthesized gem-diallyl derivatives furnished C-spiro cyclopentene glycosides. Finally, the cyclopentene rings were converted into carbohydrate based tricyclic morpholine fused triazole glycoconjugates as potential SGLT2 inhibitors.
TL;DR: In this article, the reaction of ZnII-acetate with two N, N, O-donor Schiff-base ligands, HL1 {4-Chloro-2]-(2-morpholin-4-yl-ethylimino)-methyl]-phenol, was investigated using supercoiled pET28a plasmid DNA where both the complexes show dose dependent DNA cleavage activity with varying degree.
TL;DR: An efficient and concise protocol has been developed for the highly regio- and stereoselective synthesis of E-1,2-dicarbonyl-3-ene derivatives by a copper-promoted reaction of 1-alkynes with α-carbonyl aldehydes in the presence of morpholine.
Abstract: An efficient and concise protocol has been developed for the highly regio- and stereoselective synthesis of E-1,2-dicarbonyl-3-ene derivatives by a copper-promoted reaction of 1-alkynes with α-carbonyl aldehydes in the presence of morpholine. The products obtained are believed as the formal hydroacylation of the triple bond.
TL;DR: In this article, a mixture of tetraethylammonium hydroxide and morpholine was used as structure-directing agents to synthesize SAPO-34 molecular sieves.
Abstract: Crystals of SAPO-34 molecular sieves were synthesized under hydrothermal conditions using tetraethylammonium hydroxide, morpholine and a mixture of them as structure-directing agents. The properties of the catalysts were characterized using XRD, SEM, BET, ICP, FT-IR, 29Si MAS NMR and NH3-TPD. Characterization studies showed that using a mixed template lead to a reduction in particle size and an increase in external surface area. The catalytic performance of the synthesized catalysts was tested in MTO reactions with different time-on-stream. All the samples showed high activity and selectivity to light olefins at the initial stage of the reaction. The maximum yield of ethylene, propylene and butene was determined to be 12.57, 13.45 and 2.21 wt%, respectively. The catalyst produced by the tetraethylammonium hydroxide/morpholine ratio of 1:1 exhibited the longest catalyst lifetime.
TL;DR: In this paper, the authors investigated the condensation reactions of tetrachloro mono (1 and 2) and bisferrocenyl spirocyclotriphosphazenes with morpholine in tetrahydrofuran gave the partly morpholino-substituted finetexted ferroceneylphosphzenes.
Abstract: The condensation reactions of tetrachloro mono (1 and 2) and bisferrocenyl spirocyclotriphosphazenes (3–5) with morpholine in tetrahydrofuran gave the partly morpholino-substituted ferrocenylphosphazenes When the reactions were carried out with equal amounts of 1–5 and morpholine, the mono-substituted ferrocenylphosphazenes (1a, 3a–5a) formed as the major product While the reactions were made with 1 equiv of 1–5 and 2 equiv of morpholine, the corresponding geminal–phosphazenes (1b–5b) were isolated In addition, the condensation reactions of 1 equiv of 1–5 and 3 equiv of morpholine resulted in the formation of di-(1b–5b), tri-(2c–5c), and tetra-substituted phosphazenes The tri-substituted compounds were isolated as major products Some new phosphazenes have stereogenic P center(s) The stereogenic properties of 1a and 2c were investigated using 31P nuclear magnetic resonance (NMR) spectroscopy in the presence of the chiral solvating agent; (S)-(+)-2,2,2-trifluoro-1-(9′-anthryl)ethanol The structures of all the phosphazenes were characterized by one-dimensional 1H, 13C, and 31P NMR, and two-dimensional heteronuclear single quantum coherence spectral data The salient spectral properties of the phosphazenes were presented
TL;DR: In vitro testing in a transcription assay based on T7 RNA polymerase showed the efficient structure- and concentration-dependent inhibition of transcription by these heterofunctionalized cage compounds in low- and submicromolar concentration range.
TL;DR: In this article, the Buchwald-Hartwig conditions were used to synthesize 6-bromobenzo[h]quinazolin-4(3H)-one derivatives with morpholine in the presence of 1,4-dioxane as solvent.
TL;DR: In this paper, two new benzimidazolium salts based PET sensors of the type "receptor1-spacer1-fluorophore/spacer2-receptor2" are described.
Abstract: Design and synthesis of two new benzimidazolium salts based PET sensors of the type ‘receptor1–spacer1–fluorophore–spacer2–receptor2’ is described. Alteration in one of the receptor arm modulates the emission intensity as well as the fluorescence response towards different metal ions. The ligand with morpholine receptor arm exhibits good selectivity for sensing Cr(III), Ba(II) and Fe(III) by ‘turn-ON’ PET mechanism in pure aqueous media. 1H NMR studies confirmed the interaction of the morpholine nitrogen with metal ion. However, the ligand with piperidine receptor arm acted as ‘turn-OFF’ sensor for Fe(III) in pure aqueous media.
TL;DR: N-Bromosuccinimide-induced electrophilic multicomponent reaction has been applied to the synthesis of Reboxetine intermediate, a highly potent selective norepinephrine reuptake inhibitor.
Abstract: N-Bromosuccinimide-induced electrophilic multicomponent reaction has been applied to the synthesis of Reboxetine intermediate, a highly potent selective norepinephrine reuptake inhibitor. By simply changing the olefinic partner, the synthesis of a carnitine acetyltransferase inhibitor, which contains a 2,6,6-trisubstituted morpholine system, can be accomplished.
TL;DR: In this paper, four new copper(II)/diamine complexes comprising some (+)-sparteine surrogates and a cyclohexane-derived diamine were prepared and evaluated as chiral catalysts in desymmetrisation of meso-diols and asymmetric Henry reactions.
TL;DR: A series of new 1,2,3-triazolyl methyl ester of morpholine-3-carboxylic acid analogues were designed and synthesized employing click chemistry by using Huisgen 1,3 dipolar cyclo addition reaction between propargyl ester and aryl azides as mentioned in this paper.
Abstract: A series of new 1,2,3-triazolyl methyl ester of morpholine-3-carboxylic acid analogues were designed and synthesized employing click chemistry by using Huisgen 1,3 dipolar cyclo addition reaction between propargyl ester of morpholine-3-carboxylic acid and aryl azides. The starting materials propargyl ester and aryl azides were synthesized by well established methods. The newly synthesized compounds were characterized by spectral studies. The compounds were screened for antibacterial activity. Majority of the compounds exhibited promising activity and one of them (6i) displayed more activity than standard drug against S. paratyphi-B. A molecular docking study showed hydrogen bonds and pi-interactions with the compound. Our data indicate that these derivatives may present promising anti-bacterial agents.
TL;DR: Structurally morpholine containing Cinnamamide derivatives have been synthesized in quantitative yields by the reaction of different substituted cinnamicacids with morpholine and these were found to be the most potent activity molecules when compared with that of standard drugs.
Abstract: Structurally morpholine containing Cinnamamide derivatives have been synthesized in quantitative yields by the reaction of different substituted cinnamicacids with morpholine. The structures of the newly synthesized compounds were confirmed by their IR, LC-MS, 1H & 13C-NMR spectral data. The synthesized compounds were evaluated for their antimicrobial activity against bacterial species Bacillus subtilis and Escherichia coli etc and in vitro antioxidant activity by employing DPPH, hydrogen peroxide, and nitric oxide radical scavenging assays. Among these prepared compounds 4i and 4j showed significant antioxidant, antibacterial as well as antifungal activity and these were found to be the most potent activity molecules when compared with that of standard drugs.
TL;DR: The first diastereoselective total synthesis of 5-substituted morpholine-3-phosphonic acids was reported in this paper, where a dimethyl phosphonate group was added to the synthesis process.
Abstract: The first diastereoselective total synthesis of 5-substituted morpholine-3-phosphonic acids is reported. The principal feature of the synthesis is the introduction of a dimethyl phosphonate group into 5-substituted morpholin-3-ones. The procedure is based on the preparation of N -Boc-( S )-5-phenyl- and N -Boc-( S )-5-benzylmorpholin-3-one from l -phenylglycine and l -phenylalanine methyl esters, followed by the formation of the 3-methoxylated compounds and subsequent reaction with trimethyl phosphite in the presence of BF 3 ·OEt 2 . Diastereoselectivity in the formation of cis -disubstituted products is in agreement with the nucleophilic addition to other methoxylated derivatives.
TL;DR: In this paper, NAM was grafted onto chitosan utilizing homogeneous conditions with 1% acetic acid as the solvent, and potassium persulfate and sodium sulfite as the redox initiator.
TL;DR: A series of 15 different metal-arene-complexes of the general formula [M(arene)(azole)2Cl]Cl and [M (arene)Cl2], where M = Ru (1-4), Os (5-8), Rh (9-12) or Ir (13-15), arene = η6p-cymene or 1,2,3,4,5-pentamethylcyclopentadienyl and azole = 1-Me-imidazole, 1H-pyrazole,
TL;DR: In this paper, Me2bpb2− is a dianionic tetradentate ligand, furnishing a N4 set, such that two N atoms of the two pyridine rings and two amido N atoms occupy four equatorial positions.
TL;DR: Morpholine amide intermediates, which are easily prepared by aminolysis of various esters with diisobutyl(morpholino)aluminum, react with organolithium and reducing agents (DIBALH or LDBMA) to give ketones in 83% yields and aldehydes quantitatively as mentioned in this paper.