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Novel and efficient synthesis of triazolobenzodiazepine analogues through the sequential Ugi 4CR-click-N-arylation reactions
Authors:Mohammad Sadegh Asgari  Mehdi Soheilizad  Parviz Rashidi Ranjbar  Bagher Larijani  Rahmatollah Rahimi  Mohammad Mahdavi
Institution:1. School of Chemistry, University College of Science, University of Tehran, PO Box 14155-6455, Tehran, Iran;2. CinnaGen Medical Biotechnology Research Center, Alborz University of Medical Sciences, Karaj, Iran;3. Endocrinology and Metabolism Research Center, Endocrinology and Metabolism Clinical Sciences Institute, Tehran University of Medical Sciences, Tehran, Iran;4. Department of Chemistry, Iran University of Science and Technology, Narmak, Tehran 16846-13114, Iran
Abstract:An efficient approach for the synthesis of N-alkyl-2-aryl-2-(6-oxo-4H-benzof]1,2,3]triazolo1,5-a]1,4]diazepin-5(6H)-yl)acetamides is described. The protocol involves Ugi four-component reaction of 2-bromobenzoic acid, propargylamine, aldehydes and isocyanides followed by in situ sequential click reaction of azide ion with triple bond and N-arylation reaction to afford desired products in good to excellent yields.
Keywords:Ugi four-component reaction  Click reaction  Corresponding authors  
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