Journal
TETRAHEDRON
Volume 75, Issue 27, Pages 3740-3750Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2019.05.049
Keywords
Calixarenes; Heterogeneous catalysis; Julolidines; Microwave-assisted; Multicomponent reactions
Categories
Funding
- Fundacao de Amparo a Pesquisa do Estado de Minas Gerais (FAPEMIG)
- Conselho Nacional de Desenvolvimento Cientifico e Tecnologico (CNPq)
- Coordenacao de Aperfeicoamento de Pessoal de Nivel Superior - Brasil (CAPES) [001]
- Consejo Nacional de Investigaciones Cientificas y Tecnicas (CONICET, Argentina)
- CNPq
- National Program for Academic Cooperation (PROCAD) of CAPES/Brazil
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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. (C) 2019 Elsevier Ltd. All rights reserved.
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