An isocyanide-based consecutive Bargellini/Ugi reaction: Synthesis of pseudopeptides containing three amide bonds

Peptides and proteins perform essential task in both unicellular and multicellular organisms and living without them would be impossible. The therapeutic utilization of peptides and proteins is limited by their short time life, nonselective receptor binding and low absorption. Additionally, the synthesis of peptides comprises of difficult sequences, with a numerous residues such as active pharmaceutical ingredients. To overcome the disadvantages mentioned, chemists explored efficient methods to design pseudopeptides, which have better pharmacological properties and maintain the activities of original peptide.1 In this work, a general method for synthesis of pseudopeptides containing three amide bonds has been developed via a novel isocyanide-based consecutive Bargellini/Ugi reaction. This approach is an efficient, environmentally friendly and simple procedure for direct access to wide ranges of pseudopeptides based on multicomponent reactions.2-

Keywords:

pseudopeptides , Bargellini reaction , Ugi reaction , multicomponent reactions , green chemistry.