Journal
ORGANIC CHEMISTRY FRONTIERS
Volume 8, Issue 24, Pages 6968-6973Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d1qo01438b
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Funding
- China Scholarship Council (CSC)
- FWO [Fund for Scientific Research-Flanders (Belgium)]
- RUDN University Strategic Academic Leadership Program
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A novel method utilizing a combination of Ugi-4CR and sequential C-S/C-N bond cleavage has been developed to prepare diverse peptidomimetics containing a primary amide in a rapid, efficient, and cost-effective manner. The approach demonstrates high yield, excellent chemoselectivity, and tolerance towards various functional groups. Compounds derived from pharmaceuticals and beta-amino acids were successfully prepared, suggesting a new direction for peptidomimetic synthesis.
A novel selectively sequential C-S/C-N bond activation is presented. Through the combination of an Ugi-4CR and sequential C-S/C-N bond cleavage, diverse peptidomimetics containing a primary amide are prepared in a rapid, highly efficient and step-economical manner. This approach exhibits high yield, excellent chemoselectivity and functional group tolerance. Compounds derived from the pharmaceuticals febuxostat, probenecid and memantine as well as beta-amino acid are prepared. This method provides a new direction for the synthesis of peptidomimetics.
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