Visible-Light-Promoted α-C(sp<sup>3</sup>)–H Amidation of Cyclic Ethers under 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.
Authors
- Yuanzhi Xia (ORCID: https://orcid.org/0000-0003-2459-3296)
- Xiufang Xu (ORCID: https://orcid.org/0000-0002-3510-3267)
- Jianhui Chen (ORCID: https://orcid.org/0000-0002-5080-1880)
- Yanshu Luo (ORCID: https://orcid.org/0000-0001-6683-5092)
- Shuangqing Li (ORCID: https://orcid.org/0009-0002-7757-0231)
Institutions
- Wenzhou University (CN)
- Division of Materials Science and Engineering (AU)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-03-17
- DOI
- https://doi.org/10.1021/acs.orglett.5c00337
- Citations
- 2
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 1.87
Funders
- National Natural Science Foundation of China
- Wenzhou University