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

DE PAIVA, WALYSSON FERREIRA; BRAGA, INGREDY BASTOS; DE ASSIS, JOÃO VITOR; CASTAÑEDA, SANDRA MILENA BONILLA; SATHICQ, ÁNGEL GABRIEL; PALERMO, VALERIA; ROMANELLI, GUSTAVO PABLO; NATALINO, RICARDO; DA SILVA, MARCIO JOSÉ; MARTINS, FELIPE TERRA; DE CARVALHO, GUSTAVO SENRA GONÇALVES; AMARANTE, GIOVANNI WILSON; FERNANDES, SERGIO ANTONIO

TETRAHEDRON

PERGAMON-ELSEVIER SCIENCE LTD

Año: 2019 vol. 75 p. 3740 - 3750

0040-4020

The application of immobilizing calixarene onto the surface of silica using a sol-gel method, as an efficient heterogeneous catalyst (CX4SO3HSi(n)) for multicomponent Povarov reaction has been described. Catalytic activity of the CX4SO3HSi(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.