Visible-Light-Promoted Radical Cross-Dehydrogenative Coupling of C(sp 3 )-H/C(sp 3 )-H and C(sp 3 )-H/C(sp 2 )-H via Intermolecular HAT.
Xinpeng XieKaikai QiaoBing-Ru ShaoWenfeng JiangLei ShiPublished in: Organic letters (2023)
Cross-dehydrogenative coupling has emerged as a robust tool to construct C-C and C-heteroatom bonds. Herein, we reported an interesting visible-light-mediated radical CDC of C(sp 3 )-H/C(sp 3 )-H and C(sp 3 )-H/C(sp 2 )-H, enabled by a phenyl radical guided intermolecular HAT process. This strategy allowed the efficient coupling of a wide range of inert C(sp 3 )-H and C(sp 2 )-H with α-N C(sp 3 )-H of amines in good regioselectivities and yields. Mechanistic studies indicate that the EDA complex triggered an intermolecular HAT process.