Galactofuranose metabolism is a good target for the development of novel chemotherapeutic agents for the treatment of some microbial infections. A simple procedure for the synthesis of methyl (methyl α,β-d-galactopyranosid)uronate followed by NaB3H4 reduction gave a straightforward access to r...
A novel calix[4]arene derivative, 26,28-bis(cyanomethoxy)-25,27-dihydroxycalix[4]arene (1), was synthesized and its crystal structure has been determined. The crystals, obtained by recrystallization from acetone, are triclinic, space group P-1, with a=10.1160(17)Å, b=11.996(2)Å, c=13.148(2)Å,...
Guanylthiourea (GTU) has been identified as an important antifolate antimalarial pharmacophore unit, whereas, 4-amino quinolones are already known for antimalarial activity. In the present work molecules carrying 4-aminoquinoline and GTU moiety have been designed using molecular docking analysis...
Various 1-(substituted)-1,4-dihydro-6-nitro-4-oxo-7-(sub-secondary amino)-quinoline-3-carboxylic acids were synthesized from 2,4-dichlorobenzoic acid by six step synthesis. The compounds were evaluated for antimycobacterial in vitro and in vivo against Mycobacterium tuberculosis H37Rv (MTB), mul...
The nature of the 8-quinolinato ligand in various forms has been examined by 15N, 13C and 119Sn NMR spectroscopy, with evidence also from electronic spectroscopy. These forms include 8-quinolinol (HQ), 8-quinolinate, the 8-hydroxyquinolinium ion, O- and N-methyl derivatives, 8-methoxyquinoline (...
Iron(lll)-loaded 8-quinolinol silica gel (QSG) is shown to be an effective stationary phase for the high-performance liquid chromatographic separation of phenols, including EPA Priority Pollutant species. The QSG itself exhibits significant reversed-phase and hydrogen-bonding interactions with s...
Our initial discovery of 8-hydroxyquinoline inhibitors of BoNT/A and separation/testing of enantiomers of one of the more active leads indicated considerable flexibility in the binding site. We designed a limited study to investigate this flexibility and probe structure-activity relationships; u...
In this work, a novel Cu(I) coordination polymer, Cu2LBr2 (1) based on a pyridyl-functionalized resorcin[4]arene [L = (2,8,14,20-tetraethyl-4,10,16,22-tetra kis((2-pyridylmethylene)oxy)-6,12,18,24-tetramethoxy-resorcin[4]arene)] has been synthesized under solvothermal condition. 1 was characteri...
Lowering the curing temperature has always been one of the research focuses of polybenzoxazine. In this work, a fully bio-based phenolic hydrogen containing benzoxazines (PF) with high polymerization activity was conveniently synthesized from pyrogallol, furfurylamine and paraformaldehyde throug...
In this Letter, we describe a simple and efficient general methodology for CuI/bis(2-pyridyl)diselenoether-catalyzed C–S coupling reactions of aryl halides with thiols using glycerol as an environmentally friendly solvent. The products were obtained in moderate to excellent yields. The performa...
Rh(III)-catalyzed C–H activation of N-protected anilines and chemo-divergent couplings with acroleins/enones have been realized for synthesis of three classes of heterocycles. The oxidative coupling of N-pyridylaniline afforded dihydroquinolones with the acrolein being a major hydrogen acceptor...
Complexes of cobalt(II), nickel(II), copper(II), zinc(II) and cadmium(II) with the anion of the Schiff base 2-tosylamino(2′-pyridyl)aniline (HL) have been prepared by using an electrochemical procedure. These compounds were characterized by elemental analysis, IR, UV and NMR spectroscopy, and i...
An efficient synthesis of 2-(2-pyridyl)quinolines was achieved via a three-component Povarov reaction of aromatic aldehydes, anilines, and ethyl vinyl ether under boron trifluoride methyl etherate (BF3·O(CH3)2) acid catalysis. The developed methodology for the preparation of 2-(2-pyridyl)quinol...
Two novel di-2-pyridyl imines, 2,4,6-trimethyl-(di-2-pyridylmethylene)aniline (1) and 2,6-di-isopropyl-(di-2-pyridylmethylene)aniline (2), were prepared through condensation reactions between 2,2′-dipyridyl ketone and 2,4,6-trimethylaniline and 2,6-di-isopropylaniline. They reacted readily with...
Rhodium(III)-catalyzed synthesis of indole derivatives has been realized via cascade reaction of CH alkylation/nucleophilic cyclization starting from readily available N-phenylpyridin-2-amines and sulfoxonium ylides. Notably, this transformation could smoothly proceed with high yields, good regi...
Four well-defined N-heterocyclic carbene-PdCl-[(2-Pyridyl)alkyl carboxylate] complexes have been conveniently synthesized through bridge-cleavage reactions of [Pd(μ-Cl)(Cl)(NHC)]2 with (2-pyridyl)alkyl carboxylic acids [2-(pyridin-2-yl)acetic acid and 3-(pyridin-2-yl)propanoic acid]. The new co...
An enantiodivergent preparation of (+)-(R)- and (−)-(S)-3-amino-4,4-dimethyl-1-phenylpyrrolidin-2-one, (R)- and (S)-9, and several derivatives, from 4,4-dimethyl-1-phenylpyrrolidin-2,3-dione, 4, and (R)- or (S)-1-phenylethylamine, (R)- or (S)-5, as the chirality transfer agents, is described. Am...
1-Benzyl 3-aminopyrrolidine 1 and 1-benzyl 3-aminopiperidine 2 were prepared rapidly mainly in aqueous conditions in 55 and 75% yields, respectively, on a multi-gram scale starting from inexpensive and commercially available starting materials. The key step involved the Curtius rearrangement med...
Ligand exchange reaction of simple aryl α-haloalkyl sulfoxides with alkyllithium and ethylmagnesium halide at low temperature was investigated. On treatment of aryl α-haloalkyl sulfoxide with n-BuLi, t-BuLi, or EtMgX exclusively sulfur-alkyl bond-cleavage took prace to afford α-halo carbanion...
N-Methyl ortho-carbamoylaryl benzyl sulfoxides can be used as synthetic equivalents for α-hydroxy, α-chloro, and α-acetammido benzyl carbanions by means of a two-step sequence involving highly diastereoselective α-C-alkylation with alkyl halides followed by displacement of the sulfinyl resid...
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