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.
MASSOUDI, ABDOLHOSSAIN; AMINI, ISSA; RAMAZANI, ALI; and NASRABADI, FATEMEH ZEINALI
"Three-component Passerini-Smiles coupling reaction of aldehydes and isocyanides with tropolone catalyzed by silica nanoparticles,"
Turkish Journal of Chemistry: Vol. 36:
4, Article 5.
Available at: https://journals.tubitak.gov.tr/chem/vol36/iss4/5