Facile construction of peptidomimetics by sequential C–S/C–N bond activation of Ugi-adducts. Issue 24 (5th November 2021)

• Record Type: Journal Article
• Authors: Liu, Chao; Song, Liangliang; Peshkov, Vsevolod A.; Van der Eycken, Erik V.
• Is Part Of: Organic chemistry frontiers. Volume 8:Issue 24(2021)
• Page Start: 6968
• Page End: 6973
• Publication Date: 2021-11-05
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/d1qo01438b
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : Diverse peptidomimetics containing a primary amide are prepared via the integration of an Ugi-4CR and sequential C–S/C–N bond activation. Abstract : 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 β-amino acid are prepared. This method provides a new direction for the synthesis of peptidomimetics.