Visible Light-Induced Oxidative Cross Dehydrogenative Coupling of Glycine Esters with β‑Naphthols: Access to 1,3-Benzoxazines

A direct
aerobic oxidative dehydrogenative coupling reaction of
glycine esters with β-naphthols has been achieved via the synergistic
combination of photoredox catalysis and Lewis acid catalysis. A wide
range of glycine esters and β-naphthols are suitable substrates
for this reaction. A variety of 1,3-benzoxazines were obtained in
good yields with excellent diastereoselectivities under mild reaction
conditions. Moreover, this protocol could be performed on a gram-scale
without considerable loss in activity.