American Chemical Society
ol3c01252_si_001.pdf (8.1 MB)

Visible-Light-Promoted Radical Cross-Dehydrogenative Coupling of C(sp3)–H/C(sp3)–H and C(sp3)–H/C(sp2)–H via Intermolecular HAT

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journal contribution
posted on 2023-06-02, 11:35 authored by Xinpeng Xie, Kaikai Qiao, Bing-ru Shao, Wenfeng Jiang, Lei Shi
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(sp3)–H/C(sp3)–H and C(sp3)–H/C(sp2)–H, enabled by a phenyl radical guided intermolecular HAT process. This strategy allowed the efficient coupling of a wide range of inert C(sp3)–H and C(sp2)–H with α-N C(sp3)–H of amines in good regioselectivities and yields. Mechanistic studies indicate that the EDA complex triggered an intermolecular HAT process.