13269-97-1Relevant articles and documents
Synthesis of psudoheliotridane via formal [3+2] annulation and ring-closing metathesis
Chang, Meng-Yang,Hsu, Ru-Ting,Tseng, Tze-Wei,Sun, Pei-Pei,Chang, Nein-Chen
, p. 5545 - 5550 (2004)
Base-induced coupling/cyclization stepwise [3+2] annulation of α-sulfonylacetamide with (Z)-2-bromoacrylates yielded polysubstituted pyroglutamates with three contiguous chiral centers with trans-trans orientation in a one-pot synthesis. The pyrrolizidine skeleton was obtained via the ring-closing metathesis (RCM) method. This facile strategy was used to synthesize psudoheliotridane.
Novel chiral ionic liquids stationary phases for the enantiomer separation of chiral acid by high-performance liquid chromatography
He, Shanshan,He, Yunchao,Cheng, Lingping,Wu, Yaling,Ke, Yanxiong
supporting information, p. 670 - 679 (2018/03/01)
Novel chiral ionic liquid stationary phases based on chiral imidazolium were prepared. The ionic liquid chiral selector was synthesized by ring opening of cyclohexene oxide with imidazole or 5,6-dimethylbenzimidazole, and then chemically modified by diffe
Amine-mediated synthesis of amides from 1,3-dicarbonyl compounds through a domino diazo transfer/aminolysis process
Costin, Taíssa A.,Dutra, Luiz G.,Bortoluzzi, Adailton J.,Sá, Marcus M.
, p. 4549 - 4559 (2017/07/11)
The dual role of amines as both catalysts and substrates for the synthesis of diazo compounds or carboxamides from 1,3-dicarbonyl compounds is described herein. In the presence of a suitable diazo transfer agent, primary and cyclic secondary amines act as basic catalysts for the diazo transfer reaction to malonates, β-keto esters, and β-diketones. Depending on the structure of the 1,3-dicarbonyl compound and the nucleophilicity of the amine, the resulting α-diazo-β-keto ester undergoes cleavage of the acyl group to give amides. A multifunctionalized γ-azido-α-diazo-β-keto ester was cleanly prepared in good yields by this one-pot protocol under practical and safe conditions, being employed in a Knoevenagel-type condensation with aromatic aldehydes to give densely functionalized diazo azido compounds. Further treatment of these unsaturated γ-azido-α-diazo-β-keto esters with primary amines readily furnished the corresponding α-azidocinnamamides in high yields, which were used in the synthesis of novel indole-2-carboxamides through the rhodium-catalyzed intramolecular C–H insertion.
Homologation of isocyanates with lithium carbenoids: A straightforward access to α-halomethyl- and α,α-dihalomethylamides
Pace, Vittorio,Castoldi, Laura,Mamuye, Ashenafi Damtew,Holzer, Wolfgang
, p. 2897 - 2909 (2015/01/16)
Treatment of widely available isocyanates with monohalolithium and dihalolithium carbenoids provides a valuable protocol for the one-pot preparation of α-halo- and α,α-dihaloacetamide derivatives. While monohalolithium carbenoids can be prepared by a smoo
Structure-based design, synthesis, and biological evaluation of isatin derivatives as potential glycosyltransferase inhibitors
Wang, Yong,Chan, Fung-Yi,Sun, Ning,Lui, Hok-Kiu,So, Pui-Kin,Yan, Siu-Cheong,Chan, Kin-Fai,Chiou, Jiachi,Chen, Sheng,Abagyan, Ruben,Leung, Yun-Chung,Wong, Kwok-Yin
, p. 685 - 696 (2015/01/09)
Peptidoglycan glycosyltransferase (PGT) has been shown to be an important pharmacological target for the inhibition of bacterial cell wall biosynthesis. Structure-based virtual screening of about 3 000 000 commercially available compounds against the crystal structure of the glycosyltransferase (GT) domain of the Staphylococcus aureus penicillin-binding protein 2 (S. aureus PBP2) resulted in identification of an isatin derivative, 2-(3-(2-carbamimidoylhydrazono)-2-oxoindolin-1-yl)-N-(m-tolyl)acetamide (4) as a novel potential GT inhibitor. A series of 4 derivatives were synthesized. Several compounds showed more active antimicrobial activity than the initial hit compound 4, in particular 2-(3-(2-carbamimidoylhydrazono)-2-oxoindolin-1-yl)-N-(3-nitrophenyl)acetamide (4l), against Gram-positive Bacillus subtilis and S. aureus with MIC values of 24 and 48 lg/mL, respectively. Saturation transfer difference (STD) NMR study revealed that there is a binding contact between 4l and the GT domain of S. aureus PBP2. Competitive STD-NMR further proved that 4l and moenomycin A bind to GT domain in a competitive manner. Molecular docking study suggests a potential binding pocket of 4l in the GT domain of S. aureus PBP2. Taken together, compound 4l would provide a new scaffold for further development of potent GT inhibitors.
Addition of lithium carbenoids to isocyanates: A direct access to synthetically useful N-substituted 2-haloacetamides
Pace, Vittorio,Castoldi, Laura,Holzer, Wolfgang
supporting information, p. 8383 - 8385 (2013/09/23)
The addition of lithium carbenoids to isocyanates provides a versatile access to N-substituted 2-haloacetamides: the reaction tolerates the presence of variously functionalized substituents on the nitrogen atom, including sterically demanding ones and reactive halogens. No erosion of the enantiopurity was observed in the case of optically active isocyanates. One of the substrates prepared has been employed in Charette's type chemoselective addition of a Grignard reagent to access an α-chloroketone.
MATERIALS FOR THE SOLID/LIQUID EXTRACTION OF HEAVY METAL IONS, CONTAINING SUPPORTED N-FUNCTIONALIZED POLYAZACYLOALKANES
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Page/Page column 18, (2011/04/24)
The present invention relates to a material notably adapted for the extraction of metal cations in an aqueous medium, comprising a solid support on which are attached polyazacycloalkane compounds having a ring including at least 4 nitrogen atoms, and wherein the nitrogen atoms of the ring are substituted with coordinating groups, which each are independently: a coordinating group of formula: —(CH2)n—C(═O)—NR1R2 ?or else a both coordinating and binding group, fitting the formula: —(CH2)p—C(═O)—NR3-(A)-[support]. The invention also relates to methods for preparing the aforementioned materials and to different uses thereof, notably for the extraction of Pb2+ cations in an aqueous medium.
Coordination chemistry of amide-functionalised tetraazamacrocycles: Structural, relaxometric and cytotoxicity studies
Martinelli, Jonathan,Balali-Mood, Beeta,Panizzo, Rachael,Lythgoe, Mark F.,White, Andrew J. P.,Ferretti, Patrizia,Steinke, Joachim H. G.,Vilar, Ramon
experimental part, p. 10056 - 10067 (2011/01/09)
Three different tetraazamacrocyclic ligands containing four amide substituents that feature groups (namely allyl, styryl and propargyl groups) suitable for polymerisation have been synthesised. Gadolinium(III) complexes of these three ligands have been prepared as potential monomers for the synthesis of polymeric MRI contrast agents. To assess the potential of these monomers as MRI contrast agents, their relaxation enhancement properties and cytotoxicity have been determined. A europium(III) complex of one of these ligands (with propargyl substituents) is also presented together with its PARACEST properties. In addition, to gain further insight into the coordination chemistry of the tetra-propargyl substituted ligand, the corresponding zinc(II) and cadmium(II) complexes have been prepared. The X-ray crystal structures of the tetra-propargyl ligand and its corresponding gadolinium(III), zinc(II) and cadmium(II) complexes are also presented. The Royal Society of Chemistry 2010.
Selective synthesis of isoquinolin-3-one derivatives combining Pd-catalysed aromatic alkylation/vinylation with addition reactions: The beneficial effect of water
Ferraccioli, Raffaella,Forni, Alessandra
experimental part, p. 3161 - 3166 (2009/12/07)
The three-component, palladium/norbornene-catalysed reaction of 1, haloamides 2 and properly substituted olefins 3 performed in DMF/water at: 80 °C selectively gave 5 and 6 through three- and. four-bond-forming reactions, respec tively. The presence of water was crucial to obtain products in fair to good yields,
Synthesis of 3-alkyloxazolidin-2,4-diones using 2-chloroacetamides, carbon dioxide and 1,8-diazabicyclo[5.4.0]undecene (DBU)
Galliani, Guido,Rindone, Bruno,Saliu, Francesco
experimental part, p. 5123 - 5125 (2009/11/30)
Diazabicyclo[5.4.0]undecene (DBU) reacts with carbon dioxide and N-subsititued-2-chloroacetoamides in a very simple one-step procedure, to give the corresponding 3-substituted oxazolidin-2,4-diones in excellent yields.
