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Synthesis of Novel Pyrazino[2,1‐a]isoindolediones via Intramolecular Hydroamination of 2,3‐Dihydro‐3‐oxo‐2‐(prop‐2‐yn‐1‐yl)‐1H‐isoindole‐1‐carboxamides
Authors:Fatemeh Esmaeili‐Marandi  Issa Yavari  Mina Saeedi  Mohammad Mahdavi  Abbas Shafiee
Institution:1. Department of Chemistry, Tehran Science and Research Branch, Islamic Azad University, Tehran, Iran;2. Medicinal Plants Research Center, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran;3. Persian Medicine and Pharmacy Research Center, Tehran University of Medical Sciences, Tehran, Iran;4. Department of Medicinal Chemistry, Faculty of Pharmacy and Pharmaceutical Sciences Research Center, Tehran University of Medical Sciences, Tehran, Iran;5. +98‐21‐66406757
Abstract:Novel derivatives of pyrazino2,1‐a]isoindolediones were synthesized through 6‐exodig intramolecular hydroamination of 2,3‐dihydro‐3‐oxo‐2‐(prop‐2‐yn‐1‐yl)‐1H‐isoindole‐1‐carboxamides followed by 1,3‐H shift, in the presence of sodium hydride in DMF at 80°. All products were obtained in good yields (60 – 80%) within short reaction time (40 – 60 min).
Keywords:Pyrazino[2  1‐a]isoindolediones  Isocyanide‐based reactions  Propargylamine  2‐Formylbenzoic acids  Hydroamination
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