Abstract
Isocyanide-based consecutive Bargellini/Ugi multicomponent reactions as a combinatorial strategy have been developed for the synthesis of new class of pseudo-peptides. Via Bargellini reaction 3-carboxamido-isobutyric acids are prepared using acetone, chloroform, sodium hydroxide, and isocyanides. Then, using Ugi multicomponent reaction strategy, pseudo-peptides containing three amide bonds are synthesized using the Bargellini reaction product, aldehydes, amines, and isocyanides. This is an efficient and eco-friendly approach for easy access to wide variety of structurally diverse, drug-like pseudo-peptides from cheap and readily available precursors in high yields.
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We gratefully acknowledge financial support from the Research Council of Shahid Beheshti University and the Iran National Science Foundation (INSF).
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Farhid, H., Nazeri, M.T., Shaabani, A. et al. Isocyanide-based consecutive Bargellini/Ugi reactions: an efficient method for the synthesis of pseudo-peptides containing three amide bonds. Amino Acids 53, 1–10 (2021). https://doi.org/10.1007/s00726-020-02917-1
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DOI: https://doi.org/10.1007/s00726-020-02917-1