【摘 要】
：
Benzodiazepines form an important class of heterocycles with pharmacological activities and are considered as "privileged" scaffolds in medicinal chemistry.[1]1,5-Benzodiazepines and their derivatives
【机 构】
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The College of Chemistry and Material Science, Hebei Normal University, Shijiazhuang 050024
【出 处】
：
中国化学会第十三届全国有机合成化学学术研讨会
论文部分内容阅读
Benzodiazepines form an important class of heterocycles with pharmacological activities and are considered as "privileged" scaffolds in medicinal chemistry.[1]1,5-Benzodiazepines and their derivatives belong to this family,and have recently attracted much attention due to a wide range of pharmacological and biological activities.[2]The minor changes in the benzodiazepine nucleus can produce various biological activities.In addition,previous studies have indicated that activity groups of benzodiazepine derivatives include-COOR,[3]-Ar,[4]-COR[5]and so on.However,the synthesis of 1,5-benzodiazepines containing the tree acyl group on the seven-membered ring has not been reported and continues to be a challenging endeavor.Consequently,we designed and developed a new approach for the one-pot multi-component synthesis of 2-aryl-3-acetyl-2,4-dihydro-1H-5H-1,5-benzodiazepines 1 starting from simple and readily available inputs including o-phenylenediamine (1.0 equiv.),aromatic aldehyde(1.0 equiv.) and 3-butyn-2-one (1.0 equiv.) in the presence of a catalytic amount of CeCl3·7H2O in ethanol at ambient temperature in excellent yields (80%~90%).Six desired compounds were synthesized successfully by one-pot reaction and were characterized by 1H NMR,13C NMR,MS,IR.All synthesized compounds were evaluated for their in vitro antimicrobial activity against C.neoformans,C.neoformans clinical isolates,C.albicans,E.coli and S.aureus.The bioactive assay results revealed that all the tested compounds exhibited variable inhibitory effects on the growth of the tested microorganisms.Among them,the most active compound was found to be 1f.
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