- Turkish Journal of Chemistry
- Vol: 36 Issue: 6
- Preparation of 2-(N,N-dialkylamino)-2,4,6- cycloheptatrien-1-one derivatives from an isocyanide, a p...
Preparation of 2-(N,N-dialkylamino)-2,4,6- cycloheptatrien-1-one derivatives from an isocyanide, a primary amine, propionaldehyde, and tropolone via Ugi-Smiles coupling reaction in the presence of silica nanoparticles
Authors : Abdolhossain Massoudi, Issa Amini, Ali Ramazani
Pages : 779-787
Doi:10.3906/vet-1302-46
View : 12 | Download : 6
Publication Date : 9999-12-31
Article Type : Makaleler
Abstract :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.Keywords : Ugi-type coupling, tropolone, isocyanides, primary amines, silica (NP), Ugi--Smiles-type reaction