Please use this identifier to cite or link to this item: http://hdl.handle.net/10773/19767
Title: Synthesis of functionalized benzimidazole-butyrolactone dyads
Author: Bouaziz, Omar
Amari, Mohamed
Bachar, Rebat
Khier, Nawal
Fodili, Mokhtar
Paz, Filipe A. Almeida
Talhi, Oualid
Silva, Artur M. S.
Keywords: METHYLENE-GAMMA-BUTYROLACTONES
BRIDGEHEAD NITROGEN ATOM
HETEROCYCLIC-SYSTEMS
DERIVATIVES
ACID
THIAZOLO<3,2-A>BENZIMIDAZOL-3(2H)-ONES
INHIBITORS
PYRAZOLE
CHROMONE
POTENT
Issue Date: 2015
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.
Peer review: yes
URI: http://hdl.handle.net/10773/19767
DOI: 10.1016/j.tetlet.2015.01.039
ISSN: 0040-4039
Publisher Version: 10.1016/j.tetlet.2015.01.039
Appears in Collections:CICECO - Artigos

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