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.