Three-component Passerini-Smiles coupling reaction of aldehydes and isocyanides with tropolone catalyzed by silica nanoparticles

Authors: ABDOLHOSSAIN MASSOUDI, ISSA AMINI, ALI RAMAZANI, FATEMEH ZEINALI NASRABADI

Abstract: The use of Smiles rearrangement in Passerini-type couplings with tropolone allows very straightforward multicomponent formation of \alpha-aryloxy amide derivatives. The 3-component addition of isocyanide to tropolone (2-hydroxy-2,4,6-cycloheptatrien-1-one) and aldehyde in the presence of silica nanoparticles (silica NP, ca. 70 nm) proceeds easily in methanol to form the title compounds in a new Passerini-Smiles-type reaction.

Keywords: Smiles rearrangement, Passerini-type coupling, tropolone, isocyanide, silica nanoparticles, Passerini-Smiles-type reaction

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