A bidirectional access to novel thiadiazine hybrid molecules by double multicomponent reactions |
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| Authors: | Radell Echemendía Waléria F Rabêlo Ernesto R López Julieta Coro Margarita Suárez Marcio Weber Paixão Daniel G Rivera |
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| Institution: | 1. Center for Natural Products Research, Faculty of Chemistry, University of Havana, Zapata y G, 10400 La Habana, Cuba;2. Department of Chemistry, Federal University of São Carlos – UFSCar, São Carlos, 13565-905 São Paulo, Brazil;3. Laboratory of Organic Synthesis, Faculty of Chemistry, University of Havana, Zapata y G, 10400 La Habana, Cuba |
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| Abstract: | In an attempt to further exploit multicomponent reactions in the field of hybrid heterocyclic molecules, we describe a bidirectional approach for the synthesis of novel 1,3,5-thiadiazine-peptides molecules. The process relies on the execution of two Ugi reactions between dicarboxy-functionalized 1,3,5-thiadiazine with different amines and isocyanides. An alternative strategy relying on a sequential multicomponent macrocyclization procedure was also developed to afford thiadiazine peptide-like macrocycles. Both methods showed great chemical efficiency and versatility. |
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| Keywords: | Multicomponent reaction Thiadiazine Heterocycles Ugi reaction Macrocycles |
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