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|Title:||Synthesis of functionalized benzimidazole-butyrolactone dyads|
Paz, Filipe A. Almeida
Silva, Artur M. S.
BRIDGEHEAD NITROGEN ATOM
|Publisher:||PERGAMON-ELSEVIER SCIENCE LTD|
|Abstract:||A two-step procedure transformation starting from the reaction of ortho-phenylenediamines on 2-acetylbutyrolactone 1 yielded (Z)-3-(1-aminoethylidene)butyrolactones 2, which were treated with either N,N-dimethylformamide dimethyl acetal, triphosgene, or carbon disulfide under different reaction conditions to produce a new series of benzimidazole-, benzimidazolone-, or benzimidazole-2-thione-butyrolactone dyads 3-5, respectively. The structures of compounds 2-5 were established by NMR and mass spectrometry. The isolation of important reaction intermediates as single-crystals allowed the determination of the (Z)-configuration in the resulting conjugate heterocyclic systems 3-5 by X-ray diffraction studies. (C) 2015 Elsevier Ltd. All rights reserved.|
|Appears in Collections:||CICECO - Artigos|
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|Synthesis of functionalized benzimidazole-butyrolactone dyads_10.1016j.tetlet.2015.01.039.pdf||443.56 kB||Adobe PDF|
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