Issue 3, 2023

Regioselective C(sp2)–H imidation of arenes by redox neutral visible-light photocatalysis

Abstract

We report herein a redox neutral visible light-induced regioselective C(sp2)–H imidation of electron-rich arenes and heteroarenes using conceptually designed redox-active 1 as a source of the N-centered imidyl radical. Structurally diverse aromatic imides were obtained in moderate to good yields. This methodology has been successfully employed for the late stage imidation of complex molecules and has also been applied towards the formal total synthesis of the marine natural products carpatamides A, B and D. It has further been shown that the generated imides can easily be converted to the corresponding anilines in situ directly.

Graphical abstract: Regioselective C(sp2)–H imidation of arenes by redox neutral visible-light photocatalysis

Supplementary files

Article information

Article type
Paper
Submitted
07 Nov 2022
Accepted
08 Dec 2022
First published
09 Dec 2022

Org. Biomol. Chem., 2023,21, 538-550

Regioselective C(sp2)–H imidation of arenes by redox neutral visible-light photocatalysis

M. K. Ghosh, K. S. Sharma and G. Pandey, Org. Biomol. Chem., 2023, 21, 538 DOI: 10.1039/D2OB02040H

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