Willems Suzanne, Detta Elena, Baldini Lorenzo, Tietz Deniz, Trabocchi Andrea, Brunschweiger Andreas
Faculty of Chemistry and Chemical Biology, TU Dortmund University, Otto-Hahn-Straße 6, 44227 Dortmund, Germany.
Department of Chemistry "Ugo Schiff", University of Florence, Via della Lastruccia 13, 50019 Sesto Fiorentino, Italy.
ACS Omega. 2024 Feb 7;9(7):7719-7724. doi: 10.1021/acsomega.3c07136. eCollection 2024 Feb 20.
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, providing access to structurally diverse scaffolds.
在DNA编码文库合成中，胺取代的构建模块很常见。我们探索了异腈多组分反应以使DNA标记的胺多样化，并报道了产率高且底物范围广的Ugi-叠氮反应。此外，还探索了使用双功能羧酸提供内酰胺的Ugi-氮杂维蒂希反应和Ugi-4-中心-3-组分反应。由固相支持偶联的DNA标记胺和双功能构建模块合成了五元、六元和七元内酰胺，从而能够获得结构多样的支架。
