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Microwave-assisted multicomponent synthesis of julolidines using silica-supported calix[4]arene as heterogeneous catalyst

2019; Elsevier BV; Volume: 75; Issue: 27 Linguagem: Inglês

10.1016/j.tet.2019.05.049

1464-5416

Walysson Ferreira de Paiva, Ingredy Bastos Braga, João Vítor de Assis, Sandra Milena Bonilla Castañeda, Ángel G. Sathicq, Valeria Palermo, Gustavo P. Romanelli, Ricardo Natalino, Márcio José da Silva, Felipe Terra Martins, Gustavo Senra Gonçalves de Carvalho, Giovanni W. Amarante, Sérgio Antônio Fernandes,

Metal-Organic Frameworks: Synthesis and Applications

The application of immobilizing calixarene onto the surface of silica using a sol-gel method, as an efficient heterogeneous catalyst (CX4SO 3 HSi(n)) for multicomponent Povarov reaction has been described.Catalytic activity of the CX4SO 3 HSi(n) for the synthesis of julolidines under greener and environmentally benign conditions in simple and efficient method was explored.Notably, only 0.5 mol% of the catalyst is sufficient to catalyze the Povarov solvent-free reaction under microwave-assistance. Besides, this protocol allows the construction of four new C-C bonds and two C-N bonds in a single step.To the best of our knowledge, this consists the first silica support calix[4]arene as a heterogeneous catalyst for multicomponent synthesis of julolidines.