The Journal of Organic Chemistry · 2019 · 153 citations · 85 references
The visible light induced C-H bond thiocyanation on the α-site of tertiary enaminones has been realized under metal-free, photocatalytic conditions in the presence of Rose Bengal, which enables the synthesis of thiocyanated alkene derivatives and chromones using NH<sub>4</sub>SCN as the thiocyano source under an aerobic atmosphere. In addition, employing Ru(bpy)<sub>3</sub>Cl<sub>2</sub>·6H<sub>2</sub>O as the photocatalyst switches the reaction pathway to provide NH<sub>2</sub>-functionalized thiocyanated enamines via the difunctionalization process consisting of C-H bond thiocyanation and vinyl C-N bond transamination.
85