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Synthesis of novel annulated uracils via domino Knoevenagel-hetero-Diels-Alder reaction in aqueous media
Authors:Malihe Javan Khoshkholgh,Hamid Reza Bijanzadeh,Jü  rgen H. Gross
Affiliation:a Department of Chemistry, K.N. Toosi University of Technology, PO Box 15875-4416, Tehran, Iran
b Department of Chemistry, Tarbiat Modares University, PO Box 14115-175, Tehran, Iran
c Organisch-Chemisches Institut der Universitaet Heidelberg, Im Neuenheimer Feld 270, 69120 Heidelberg, Germany
Abstract:An efficient synthesis of tetracyclic uracil derivatives (polycyclic pyrans) is achieved via domino Knoevenagel-hetero-Diels-Alder reactions of O-propargylated salicylaldehyde derivatives with 1,3-dimethylbarbituric acid in water as solvent in the presence of CuI. The products are formed in good yields.
Keywords:Domino intramolecular Knoevenagel-hetero-Diels-Alder   Cuprous iodide   Unactivated alkynes   Aqueous media   Tetracyclic uracil
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