Highly selective and AI-predictable Se-N exchange chemistry between benzoselenazolones and boronic acids for programmable, parallel, and DNA-encoded library synthesis.

ABSTRACT: Chemical reactions compatible with multiple functionalities are essential for rapid, programmable, and automatable synthesis of functional molecules. However, achieving such reactivity poses significant challenges. Here, we developed a novel multi-orthogonal C(sp²)-Se bond formation reaction between benzoselenazolones and boronic acids via Ag(i)-catalyzed selective selenium(ii)-nitrogen exchange. This chemistry is compatible with diverse functionalities, enabling sequential and programmable synthesis. Moreover, it features modular, high-yielding (485 examples, with yields or conversions exceeding 70% in 95% of cases), and switchable reaction systems under mild conditions. Its practical utility was exemplified through late-stage functionalization of natural products, pepti

SUBMITTER: Zhou W 

PROVIDER: S-EPMC12604054 | biostudies-literature | 2026 Jan

REPOSITORIES: biostudies-literature