N‐Heterocyclic Carbene Organocatalysis Enabled Modular Synthesis of Fluorinated Isoflavonoids to Suppress Proliferation and Migration in Breast Cancer Cells

Abstract Isoflavonoids represent a privileged scaffold among various bioactive natural products, rendering their structural diversification through green synthesis and subsequent biological evaluations a compelling research area. In this study, an NHC organocatalytic radical acylalkylation of 1,3‐enynes using salicylaldehydes is presented, followed by a cascade intramolecular annulation, yielding a series of fluorinated isoflavone derivatives with substantial yields under environmental‐friendly conditions. This approach, distinguished by its excellent modularity and high functional group tolerance, represents an unprecedented organocatalytic 1,3,4‐trifunctionalization of 1,3‐enynes designed for the green synthesis of bioactive isoflavones in a single step. Furthermore, it is demonstrated that these synthesized fluorinated isoflavonoids effectively suppress proliferation in breast cancer cells, with the most potent compound 8 also inhibiting migration in MDA‐MB‐231 cells.