Visible-light-promoted tandem radical difunctionalization of olefinic amides: a direct access to NO2-containing benzoxazines and oxazolines

Abstract

A visible-light-promoted nitration/cyclization of olefinic amides has been developed using N-nitrosuccinimide as a nitrating agent under mild conditions. The reaction involves a radical cascade process to form new C–N and C–O bonds. The present approach allows the synthesis of a variety of useful NO₂-containing benzoxazines and oxazolines in good yields. This operationally simple protocol possesses good functional group tolerance and a wide range of substrate scope.