Photoredox-Catalyzed Transfer Aminochlorination of Unactivated Alkenes Using Oxime-Based Surrogates
An efficient photoredox-catalyzed strategy for simultaneous C(sp3)–N and C(sp3)–Cl bond formation using bench-stable and easy-to-handle oxime-based transfer reagents is reported. The distinct reactivity of these surrogates allows for a regioselective and redox-neutral 1,2-aminochlorination of unactivated alkenes by a radical-polar crossover pathway, initiated by single-electron reduction of the surrogate and its subsequent fragmentation. This method expands the utility of oxime-based surrogates in alkene difunctionalization, offering a versatile and scalable platform for the direct synthesis of aminochlorinated products with broad functional group compatibility under mild conditions.
Authors
- Martin Oestreich (ORCID: https://orcid.org/0000-0002-1487-9218)
- Sergiu Bicic (ORCID: https://orcid.org/0009-0006-4245-9057)
- Hendrik F. T. Klare (ORCID: https://orcid.org/0000-0003-3748-6609)
Institutions
- Technische Universität Berlin (DE)
Publication Details
- Journal
- ACS Catalysis
- Published
- 2025-04-04
- DOI
- https://doi.org/10.1021/acscatal.5c01290
- Citations
- 7
- Primary Topic
- Synthesis and Catalytic Reactions
- Type
- article
- Field-Weighted Citation Impact
- 6.55
Funders
- Deutsche Forschungsgemeinschaft
- Einstein Stiftung Berlin