QD331 : Synthesis of Novel Heterocyclic Compounds baxsed on Quinoxaline and Naphthoquinone by Sonogashira Coupling and Click Reaction
Thesis > Central Library of Shahrood University > Chemistry > PhD > 2018
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Abstarct: In organic chemistry, the coupling reactions catalyzed with the mextal are one of the new synthesis approaches used for the formation of carbon- carbon and carbon¬–¬hetro atom bonds. In this study, new derivatives of 1,2,3-triazoles lixnked-naphthoquinone system were prepared through the two and three-component reaction of 2-chloro-3-(prop-2-yn-1-yloxy)-1,4-naphthoquinone or 2,3-bis(prop-2-yn-1-yloxy)-1,4-naphthoquinone with aromatic azides and secondary amines in the presence of Cu2+-Salophen loading (1 mol%) and sodium ascorbate in EtOH. In the second part of this research work, The (3-(amine substituted)quinoxalin-2-yl)(2-aryl-1,3-oxazol-5-yl)methanone derivatives were successfully prepared through the one-pot cascade reactions of N-alkyl-3-chloroquinoxaline-2-amines, benzoyl chlorides, and propargylamine catalyzed by Pd(Ph3P)2Cl2 and CuI in the presence of Et3N, as an effective baxse, in CH3CN. In the third part of this research work, we synthesized new derivatives of 3-(aminoquinoxaline-2-yl)prop-2-yn-1-yl benzoate from 3-chloroquinoxalin-2-amines, benzoic acid, and propargyl bromide, in one-pot procedure under copper-free conditions. All synthesized compounds were characterized by 1H-NMR, 13C-NMR and FT-IR analysis.
Keywords:
#Click reaction #1 #2 #3-triazole #aromatic azide #Palladium catalyst #Sonogashira coupling #oxazole #benzoyl chlorid #proprgylamine #propargyl bromide Link
Keeping place: Central Library of Shahrood University
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Keeping place: Central Library of Shahrood University
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