Stereoselective Nitration of Olefins via Visible-Light-Induced Iron-Complex β-Homolysis
Herein, we develop a green and efficient method for the stereoselective synthesis of nitroolefins with ferric nitrate as the nitration reagent. With a visible-light-induced iron-complex β-homolysis pathway and I<sup>-</sup> as a crucial media for electron transfer and dehydrogenation, a broad scope of nitroolefins including some valuable biorelevant derivatives are achieved in high <i>E</i>-selectivity. The reaction is conveniently controlled by nitrate equivalences, and scale-up experiments in batch and flow indicate excellent practicability for this protocol.
Authors
- Ran Xu (ORCID: https://orcid.org/0000-0002-1788-3175)
- Ziyu Gan (ORCID: https://orcid.org/0009-0005-0226-0572)
- Yunhe Jin (ORCID: https://orcid.org/0000-0003-0626-4587)
- Shuyang Liu
- Ziyang Chen (ORCID: https://orcid.org/0000-0002-2467-8372)
- Ziyi Xu (ORCID: https://orcid.org/0009-0006-8192-5188)
- Zhiyan Xue
Institutions
- Dalian University of Technology (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-05-23
- DOI
- https://doi.org/10.1021/acs.joc.5c00908
- Citations
- 5
- Primary Topic
- Radical Photochemical Reactions
- Type
- article
- Field-Weighted Citation Impact
- 4.68