Visible-Light-Promotedα‑C(sp<sup>3</sup>)–H Amidation of Cyclic Ethersunder Redox-Neutral Conditions
Reported herein is a visible-light-promoted strategy for the α-C(sp<sup>3</sup>)–H amidation of cyclic ethers using <i>N</i>-acyloxyamide as an oxidative amidating reagent. This transformation provides a straightforward approach to various α-amidated cyclic ethers under metal- and additive-free conditions. The synthetic utility of the products was demonstrated through facile transformations, including reduction, allylation, acylation, sulfonamidation, and gram-scale reactions. Preliminary mechanistic studies suggest a radical/radical cross-coupling process, with C(sp<sup>3</sup>)–H bond cleavage identified as the rate-determining step.
Publication Details
- Journal
- Figshare
- Published
- 2025-03-17
- DOI
- https://doi.org/10.1021/acs.orglett.5c00337.s001
- Primary Topic
- Radical Photochemical Reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.00