Suzanne Willems; Elena Detta; Lorenzo Baldini; Deniz Tietz; Andrea Trabocchi; Andreas Brunschweiger
ACS Omega, 2024, XXXX, XXX, XXX-XXX
https://doi.org/10.1021/acsomega.3c07136

Abstract

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.