Diversifying DNA-tagged amines by isocyanide multicomponent reactions for DNA-encoded library synthesis
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- In DNA-encoded library synthesis, amine-substituted building blocks are prevalent. We explored isocyanide multicomponent reactions to diversify DNA-tagged amines and reported the Ugi-azide reaction with high yields and a good substrate scope. In addition, the Ugi-aza-Wittig reaction and the Ugi-4-center-3-component reaction, which used bifunctional carboxylic acids to provide lactams, were explored. Five-, six-, and seven-membered lactams were synthesized from solid support-coupled DNA-tagged amines and bifunctional building blocks, providingIn DNA-encoded library synthesis, amine-substituted building blocks are prevalent. We explored isocyanide multicomponent reactions to diversify DNA-tagged amines and reported the Ugi-azide reaction with high yields and a good substrate scope. In addition, the Ugi-aza-Wittig reaction and the Ugi-4-center-3-component reaction, which used bifunctional carboxylic acids to provide lactams, were explored. Five-, six-, and seven-membered lactams were synthesized from solid support-coupled DNA-tagged amines and bifunctional building blocks, providing access to structurally diverse scaffolds.…
Autor(en): | Suzanne Willems, Elena Detta, Lorenzo Baldini, Deniz Tietz, Andrea Trabocchi, Andreas BrunschweigerORCiD |
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URN: | urn:nbn:de:bvb:20-opus-349809 |
Dokumentart: | Artikel / Aufsatz in einer Zeitschrift |
Institute der Universität: | Fakultät für Chemie und Pharmazie / Institut für Pharmazie und Lebensmittelchemie |
Sprache der Veröffentlichung: | Englisch |
Titel des übergeordneten Werkes / der Zeitschrift (Englisch): | ACS Omega |
ISSN: | 2470-1343 |
Erscheinungsjahr: | 2024 |
Band / Jahrgang: | 9 |
Heft / Ausgabe: | 7 |
Seitenangabe: | 7719-7724 |
Originalveröffentlichung / Quelle: | ACS Omega (2024) 9:7, 7719-7724. DOI: 10.1021/acsomega.3c07136 |
DOI: | https://doi.org/10.1021/acsomega.3c07136 |
Allgemeine fachliche Zuordnung (DDC-Klassifikation): | 5 Naturwissenschaften und Mathematik / 54 Chemie / 540 Chemie und zugeordnete Wissenschaften |
Freie Schlagwort(e): | DNA-encoded library synthesis; DNA-tagged amines; Ugi-azide reaction; isocyanide multicomponent reactions; lactams |
Datum der Freischaltung: | 15.05.2024 |
Lizenz (Deutsch): | ![]() |