Iron-Catalyzed Site-Selective γ-C(sp <sup>3</sup> )-H Azidation of Hydroxylamine Derivatives
We report an iron-catalyzed intermolecular C(sp<sup>3</sup>)-H azidation that proceeds with exclusive γ-selectivity relative to the carbonyl group via a 1,5-hydrogen atom transfer process initiated by an iron-nitrenoid species. This strategy, based on the combination of hydroxylamine derivatives and trimethylsilyl azide with a simple iron catalyst, provides efficient access to a broad range of azido-amide and azido-carbamate products.
Authors
- Tania Xavier (ORCID: https://orcid.org/0000-0003-4306-8040)
- Guillaume Prestat (ORCID: https://orcid.org/0000-0002-3948-1476)
- Farouk Berhal (ORCID: https://orcid.org/0000-0003-4974-7810)
- Hugo Esteves (ORCID: https://orcid.org/0009-0004-6187-0883)
Institutions
- Université Paris Cité (FR)
- Laboratoire de Chimie et Biochimie Pharmacologiques et Toxicologiques (FR)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2026-03-27
- DOI
- https://doi.org/10.1021/acs.joc.6c00087
- Primary Topic
- Synthesis and Catalytic Reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.00