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The use of Smiles rearrangement in Ugi-type couplings with tropolone allows very straightforward multicomponent formation of 2-( N , N -dialkylamino)-2,4,6-cycloheptatrien-1-one derivatives. The 4-component reaction of isocyanides, tropolone (2-hydroxy-2,4,6-cycloheptatrien-1-one), primary amines, and propionaldehyde in the presence of silica nanoparticles (silica NPs, ca. 42 nm) proceeds easily in methanol to form the title compounds in a new Ugi-Smiles-type reaction.

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