22 research outputs found

    Electroactive 1,5-benzodiazepines bearing either a tetrathiafulvalene or a ferrocene moiety

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    International audienceThe synthesis of a series of electroactive 1,5-benzodiazepines bearing either a ferrocene or tetrathiafulvalene core, acting as the electroactive moiety, is reported. The electron donating ability of these redox active 1,5-benzodiazepines is described together with their molecular structures, investigated by X-ray diffraction studies

    Synthesis of [3,4-C] dihydropyrano-1, 5-dihydr0benz0diazepines

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    We report a simple method for the synthesis of [3,4-C] dihydropyrano-1,5-dihydrobenzodiazepines. © 1990, Taylor & Francis Group, LLC. All rights reserved.SCOPUS: ar.jinfo:eu-repo/semantics/publishe

    Synthesis of new substituted imidazo[1,2-a]pyridinylpropenenitriles through sequential one-pot Suzuki-Miyaura/Knoevenagel reactions in aqueous medium

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    WOS:000475040300001A series of imidazo[1,2-a]pyridinylpropenenitriles were synthesized via consecutive one-pot Suzuki-Miyaura and Knoevenagel reactions in water/ethanol mixture between imidazo[1,2-a]pyridine-2-carbaldehydes, arylboronic acids and malononitrile, methyl cyanoacetate or ethyl cyanoacetate. This environmental friendly procedure tolerates a wide range of boronic acids and affords a new substituted imidazo[1,2-a]pyridinyl propenenitriles in good yields under microwave irradiation. [GRAPHICS]

    Synthesis of Substituted 1,4-Diazepines and 1,5-Benzodiazepines Using an Efficient Heteropolyacid-Catalyzed Procedure

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    An efficient and improved procedure for the synthesis of 1,4-diazepine and 1,5-benzodiazepine derivatives via the reaction of ketimine intermediates with aldehydes in the presence of Keggin-type heteropolyacids (HPAs) was developed. High yields and short reaction times were obtained for both electron-releasing and electron-withdrawing substituted 1,4-diazepine and 1,5-benzodiazepines derivatives

    Simple synthesis of imidazo[1,2-A]pyridine derivatives bearing 2-aminonicotinonitrile or 2-aminochromene moiety

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    WOS:000443914600003A simple and general method for the synthesis of new imidazopyridines bearing an aminopyridinyl, chromenyl, or quinolinyl moiety in the C2 position was developed. The Knoevenagel reaction between imidazo[1,2-a]pyridine-2-carbaldehyde 1 and malononitrile resulted in the formation of starting material 2. Subsequently, intramolecular cyclization between the cyano group of 2 and acetophenones, naphtols, hydroxyquinolines, or phenols, gave 3, 4, 5, and 6 compounds, respectively. This is a simple, reproducible, and environmentally friendly method of synthesizing substituted imidazopyridines using water as a solvent or under solvent-free conditions. [GRAPHICS]

    Copper(II) and nickel(II) complexes derived from a carbothioamide-5-pyrazolone ligand: synthesis, characterization, crystal structures, electrochemical, potentiometric and DNA-binding studies

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    International audienceThe synthesis of a 5-pyrazolone derivative (H2L) bearing a carbothioamide group at N1, N-ethyl-4-(2-hydroxyethyl)-3-methyl-5-oxo-2,5-dihydro-1H-pyrazole-1-carbothioamide, using a Keggin catalyst (H4SiW12O14·nH2O), is described. Complexes of copper(II) and nickel(II) have been prepared with this potential ligand and studied by potentiometry. Processing the pH-metric titrations revealed remarkable chelation ability of the ligand and high stability constants for the complexes. The complexes have been characterized by IR, UV/visible, electrochemistry, magnetic measurements, Electron Paramagnetic Resonance (EPR) and single-crystal X-ray diffraction. The structures are [Cu(HL)2H2O]·2H2O and [Ni(HL)2H2O]·2H2O, where the metal is five coordinate in an almost perfect trigonal bipyramidal geometry (D3h). The pyrazolone derivative (H2L) is a NS bidentate negative ligand, which coordinates to the metal through sulfur and amine nitrogen of the pyrazolone ring. The electronic results and the EPR of the complexes have been carefully studied in this (D3h) crystal field with a special emphasis on the energy levels. DNA-binding experiments have been conducted by UV spectroscopy and electrochemistry. The results reveal an interaction between the complexes and DNA and suggest an intercalative binding mode. UV titrations allowed determination of the binding constants Kb and revealed that the nickel(II) complex binds more strongl

    The first example of an unusual rearrangement in the van Leusen imidazole synthesis

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    International audienc

    Synthesis and Reactions of Pyranobenzimidazole-2-thiones from Dehydroacetic Acid

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    International audienceAn efficient synthesis of pyranobenzimidazole-2-thiones has been described through reaction of carbon disulfide or thiophosgene with enaminone. The alkylation of pyranobenzimidazole-2-thione in the presence of methyl iodide furnished the desired S-methylated derivatives, and the reaction of pyranobenzimidazole-2-thione with copper (I) iodide and triphenylphosphine gave a dimeric complex [Cu (PPh3) (bzimtH)](2)
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