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Experimental and Computational Evidence for Kot-Bu-Promoted Synthesis of Oxopyrazino[1,2-A]Indoles Publisher



Mahdavi M1 ; Hassanzadehsoureshjan R2 ; Saeedi M3, 4 ; Ariafard A5, 6 ; Babaahmadi R6 ; Ranjbar PR2 ; Shafiee A1
Authors
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Authors Affiliations
  1. 1. Department of Medicinal Chemistry, Faculty of Pharmacy, Pharmaceutical Sciences Research Center, Tehran University of Medical Sciences, Tehran, Iran
  2. 2. School of Chemistry, University College of Science, University of Tehran, PO Box 14155-6455, Tehran, Iran
  3. 3. Medicinal Plants Research Center, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran
  4. 4. Persian Medicine and Pharmacy Research Center, Tehran University of Medical Sciences, Tehran, Iran
  5. 5. School of Physical Sciences (Chemistry), University of Tasmania, Private Bag 75, Hobart, 7001, TAS, Australia
  6. 6. Department of Chemistry, Faculty of Science, Central Tehran Branch, Islamic Azad University, Shahrak Gharb, Tehran, Iran

Source: RSC Advances Published:2015


Abstract

A novel series of oxopyrazino[1,2-a]indole derivatives were prepared via a two-step synthetic procedure including a Ugi-four-component reaction followed by the transition metal-free intramolecular hydroamination of Ugi adducts in the presence of KOt-Bu in DMF at room temperature. Density functional theory (DFT) calculations were also performed to elucidate the mechanistic aspects of the reaction. © The Royal Society of Chemistry.