A metal-free and selective oxidative
methyl C–H
functionalization
of BHT with aniline compounds has been developed. This innovative
method enables the facile and efficient synthesis of a diverse array
of BHT-functionalized N-containing skeletons, including
arylamines, benzoxazoles, benzothiazoles, benzimidazoles, quinazolines,
and quinazolinones, all of which are challenging to access. The control
experiment involving TEMP18O suggests that the radical
adduct of TEMPO with the benzyl radical of BHT may serve as an intermediate.