Transition metal-free selective C–S bond cleavage of Ugi-adducts for rapid preparation of peptidomimetics. Issue 7 (15th March 2022)

• Record Type: Journal Article
• Authors: Liu, Chao; Song, Liangliang; Peshkov, Vsevolod A.; Van der Eycken, Erik V.
• Is Part Of: Green chemistry. Volume 24:Issue 7(2022)
• Page Start: 2783
• Page End: 2787
• Publication Date: 2022-03-15
• Subjects: Environmental chemistry -- Industrial applications -- Periodicals; Environmental management -- Periodicals; 660
• DOI: 10.1039/d1gc04421d
• Languages: English
• ISSNs: 1463-9262

Abstract

Abstract : Diverse peptidomimetics containing N, O - or N, S -aminals are synthesized via a transition metal-free C–S bond cleavage and subsequent Mannich reaction. Abstract : A transition metal-free C–S bond cleavage and subsequent Mannich reaction of Ugi-adducts with alcohols as well as thiols is developed. Diverse novel peptidomimetics containing N, O - or N, S -aminals are synthesized in a rapid, highly efficient and step-economical fashion. This method features exclusive selectivity, broad substrate scope, excellent yield and functional group tolerance, and was applied on substrates derived from the pharmaceuticals febuxostat, probenecid and memantine.