Visible-light promoted late-stage chlorination and bromination of quinones and (hetero)arenes utilizing aqueous HCl or HBr as halogen donors.

ABSTRACT: Late-stage C-H chlorination and bromination of bioactive scaffolds is significant for drug discovery, as carbon-halogen bonds can effectively modulate biological activity, metabolic stability, and physicochemical profiles. Here, we develop an atom-economical, radical-mediated protocol that synthesizes high-value chlorinated or brominated quinones and (hetero)arenes. The system employs inexpensive, low-molecular-weight HCl or HBr as the halogen source, commercially available NaNO₂, and blue light irradiation, without any photocatalyst or metal catalyst. The mild reaction conditions, ready availability of reagents, excellent functional-group tolerance, high regioselectivity, and facile scalability under continuous-flow operation collectively render this approach a practical and efficient pro

SUBMITTER: Zhang Y 

PROVIDER: S-EPMC12804898 | biostudies-literature | 2025 Dec

REPOSITORIES: biostudies-literature