Carbocyclization-Oximation of Alkenes via Boryl Radical-Mediated Halogen Atom Transfer to Access Fluorinated 4-(Carbaldehyde Oxime)Quinolinones

Abstract

Distinct from traditional Giese-type hydroalkylations of alkenes via boryl radical-mediated halogen-atom transfer (XAT), a novel tandem strategy enabled by the dual-role reagent tert-butyl nitrite (TBN) is reported herein for the cyclizative difunctionalization of alkenes, delivering valuable 4-(carbaldehyde oxime)-fluorinated quinolinones. The protocol operates under mild, metal- and photocatalyst-free conditions, featuring a broad substrate scope, good functional group compatibility, and scalability.