One-Pot Three Component Synthesis of 2,3-Dihydro-1H-1,5- benzodiazepines by a Magnetically Recyclable Nanocatalyst Fe3O4@SiO2- Cu-salen

  • سال انتشار: 1397
  • محل انتشار: بیست و ششمین سمینار شیمی آلی ایران
  • کد COI اختصاصی: ISOC26_041
  • زبان مقاله: انگلیسی
  • تعداد مشاهده: 493
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نویسندگان

Morvarid Najjar

Department of Chemistry, Faculty of Sciences, University of Birjand, Birjand, Iran

Mohammad Ali Nasseri

Department of Chemistry, Faculty of Sciences, University of Birjand, Birjand, Iran

Milad Kazemnejadi

Department of Chemistry, Faculty of Sciences, University of Birjand, Birjand, Iran

Ali Allahresani

Department of Chemistry, Faculty of Sciences, University of Birjand, Birjand, Iran

چکیده

Benzodiazepines and their polycyclic derivatives are an important class of bioactive compounds.Many functionalized benzodiazepines are widely used as anti-convulsant, antianxiety,analgesic, sedative, anti-depressive and hypnotic agents. These compounds also,finding applications as dyes for acrylic fibers and anti-inflammatory agents. 1,5-Benzodiazepines are key intermediates for the synthesis of various fused ring compoundssuch as triazolo-, oxadiazolo- and oxizino-diazepines [1]. Due to their broad spectrum of biologicalactivity, these compounds received a lot of attention towards their synthesis. The generalmethod for the synthesis of 1,5-benzodiazepines involves an acid-catalyzed condensationof o-phenylenediamines with α,β-unsaturated carbonyl compounds or β-halo ketones or ketones.Many reagents have been utilized for this reaction including polyphosphoric acid-SiO2,BF3·OEt2, NaBH4, Yb(OTf)3, MgO-POCl3, and more recently acetic acid under microwaveconditions [2]. In continuation of our research towards the synthesis of biologically importantmolecules in this study various 1,5-benzodiazepine derivatives were synthesized by the condensationreaction of o-phenylenediamine with various ketones using the Fe3O4@SiO2-Cusalen[3] as an efficient, heterogeneous magnetically recyclable catalyst (Fig. 1).

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