Diversifying DNA-tagged amines by isocyanide multicomponent reactions for DNA-encoded library synthesis
Please always quote using this URN: urn:nbn:de:bvb:20-opus-349809
- 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.…
Author: | Suzanne Willems, Elena Detta, Lorenzo Baldini, Deniz Tietz, Andrea Trabocchi, Andreas BrunschweigerORCiD |
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URN: | urn:nbn:de:bvb:20-opus-349809 |
Document Type: | Journal article |
Faculties: | Fakultät für Chemie und Pharmazie / Institut für Pharmazie und Lebensmittelchemie |
Language: | English |
Parent Title (English): | ACS Omega |
ISSN: | 2470-1343 |
Year of Completion: | 2024 |
Volume: | 9 |
Issue: | 7 |
Pagenumber: | 7719-7724 |
Source: | ACS Omega (2024) 9:7, 7719-7724. DOI: 10.1021/acsomega.3c07136 |
DOI: | https://doi.org/10.1021/acsomega.3c07136 |
Dewey Decimal Classification: | 5 Naturwissenschaften und Mathematik / 54 Chemie / 540 Chemie und zugeordnete Wissenschaften |
Tag: | DNA-encoded library synthesis; DNA-tagged amines; Ugi-azide reaction; isocyanide multicomponent reactions; lactams |
Release Date: | 2024/05/15 |
Licence (German): | CC BY-NC-ND: Creative-Commons-Lizenz: Namensnennung, Nicht kommerziell, Keine Bearbeitungen 4.0 International |