Photoredox-catalyzed allylation of C(sp <sup>3</sup> )–H bonds in <i>N</i> -trifluoroethyl hydroxylamines or hydroxamides <i>via</i> hydrogen atom transfer
Herein, we present an organophotoredox-catalyzed nitrogen-centered radical-triggered allylation reaction that enables the synthesis of trisubstituted alkenes from MBH adducts and <i>N</i>-trifluoroethylhydroxylamine reagents or hydroxamides <i>via</i> a hydrogen atom transfer (HAT) strategy. When <i>N</i>-trifluoroethylhydroxylamine reagents were employed as radical precursors, various homoallylic α-trifluoromethylamines were generated through 1,2-HAT of the <i>in situ</i>-generated <i>N</i>-trifluoroethyl radicals. Moreover, a series of hydroxamides (1,5-HAT reagents) could be tolerated by this catalytic system, affording the corresponding alkyl amides with excellent yields.
Authors
- Ming-Xian Zhang
- Shenghu Yan
- Haojie Sha (ORCID: https://orcid.org/0009-0002-8196-7055)
- Tao Wang (ORCID: https://orcid.org/0000-0002-5887-534X)
- Jia‐Yin Wang (ORCID: https://orcid.org/0009-0002-3696-8657)
- Jin‐Long Dai
Institutions
- Changzhou University (CN)
- Taizhou University (CN)
Publication Details
- Journal
- Organic & Biomolecular Chemistry
- Published
- 2025-01-01
- DOI
- https://doi.org/10.1039/d5ob01288k
- Citations
- 1
- Primary Topic
- Radical Photochemical Reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.94