Light-Driven Carbon-Carbon Coupling of α-sp 3 -CH of Aliphatic Alcohols with sp 2 -CH Bond of 1,4-Naphthoquinones.

Here, an α-selective C sp3 -H bond functionalization of primary aliphatic alcohols with 1,4-naphthoquinones yielded C sp 2 -C sp 2 coupled products driven by blue-LED light under catalyst, metal, base, and reagent-free conditions. In this transformation, cleavage of three C-H bonds (two sp 3 -C-H, one sp 2 -C-H, and one O-H) and four new bonds formed, leading to fluorescent 2-acylated-1,4-naphthohydroquinones.