Sonochemical synthesis of novel pyrano[3,4-e][1,3]oxazines: A green protocol |
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Institution: | 1. National Cancer Research Center of Serbia, Pasterova 14, 11000 Belgrade, Serbia;2. Institut Pluridisciplinaire Hubert Curien, UMR 7178 CNRS Université de Strasbourg, 67401 Illkirch, France;3. University of Belgrade, Faculty of Chemistry, Studentski trg 12-16, 11000 Belgrade, Serbia;4. Institute of Molecular Genetics and Genetic Engineering, University of Belgrade, V. Stepe 444a, P.O. Box 23, 11010 Belgrade, Serbia;5. Center for Multidisciplinary Research, Institute of Nuclear Sciences “Vinča”, University of Belgrade, 11000 Belgrade, Serbia;6. Physical Chemistry Division, Ruđer Bošković Institute, Bijenička c. 54, HR-10000 Zagreb, Croatia;7. Faculty of Agriculture, University of Belgrade, Nemanjina 6, 11000 Belgrade, Serbia |
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Abstract: | The atom-efficient and green protocol for formation of pyrano3,4-e]1,3]oxazines utilizing dimethyl carbonate under ultrasound irradiation in a presence of KF/basic alumina was reported. We provide a novel series of pyrano3,4-e]1,3]oxazine derivatives interesting for biological screening tests. In general, it was found that ultrasound irradiations enable the reactions to occur which could not be carried out under silent conditions. These remarkable effects appeared in sonicated reactions can be reasonably interpreted in terms of acoustic cavitation phenomenon. Structures of the products were established on analytical and spectral data. This protocol offers several advantages attain many principles of green chemistry including, save energy, atom economy, clean reactions, inexpensive green reagent and use catalysts rather than stoichiometric reagents. |
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Keywords: | Ultrasound irradiation KF/basic alumina Pyrano[3 4-e][1 3]oxazine derivatives Dimethyl carbonate(DMC) Atom economy |
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