Ricardo A. W. Neves Filho, Sebastian Stark, M. C. Morejón
Oct 3, 2012
Citations
0
Influential Citations
25
Citations
Journal
Tetrahedron Letters
Abstract
Abstract The synthesis and applications of 4-isocyanopermethylbutane-1,1,3-triol (IPB) as a new convertible isonitrile (isocyanide) for isocyanide-based multicomponent reactions (IMCRs) like Ugi, Ugi-Smiles, and Passerini reactions are described. The primary products obtained from these IMCRs can be converted into highly activated N -acylpyrroles, which upon treatment with nucleophiles can be transformed into carboxylic acids, esters, amides, alcohols, and olefins. In this sense the reagent can be seen as a neutral carbanion equivalent to formate (HO 2 C − ), and carboxylates or carboxamides etc. (RNu-CO − ).