Cysteine Isocyanide in Multicomponent Reaction: Synthesis of Peptido-Mimetic 1,3-AzolesVishwanatha, T. M., Kurpiewska, K., Kalinowska-Tłuścik, J. & Dömling, A. 15-Sep-2017 In : The Journal of Organic Chemistry. 82, 18, p. 9585-9594 10 p.
Research output: Scientific - peer-review › Article
An alternative approach toward the simple and robust synthesis of highly substituted peptidic thiazole derivatives using Ugi-multicomponent reaction (U-MCR) is described. Thus, we introduced the enantiopure (R)-2-methyl-2-isocyano-3-(tritylthio)propanoate as a novel class of isocyanide in MCR. This bifunctional isocyanide was found to undergo mild cyclodehydration to afford thiazole containing peptidomimetics in a short synthetic sequence. Several examples of bis-heterocyclic rings were also synthesized through the proper choice of the aldehyde component in the U-4CR. The method opens a wide range of applications toward the synthesis of nonribosomal natural products and other bioactive compounds.
|Number of pages||10|
|Journal||The Journal of Organic Chemistry|
|State||Published - 15-Sep-2017|
- Journal Article