Visible-Light-Driven Tandem Cyclization of <i>o</i>-Hydroxyaryl Enaminones: Access to 3-(α-Arylsulfonamido)trifluoroethyl Chromones
A visible-light-driven intermolecular tandem α-amidotrifluoroethylation/cyclization of enaminones using a previously unreported <i>N</i>-trifluoroethylaminopyridinium salt was achieved in the absence of transition metal catalysts or bases. Notable features of this synthetic method include mild conditions, high selectivity, excellent functional group compatibility, and satisfactory yields. Preliminary mechanistic studies indicate that the reaction proceeds via a radical pathway, involving an in situ generated <i>N</i>-trifluoroethyl radical, followed by a 1,2-H shift.
Authors
- Ji Ma (ORCID: https://orcid.org/0000-0003-4418-2339)
- Jinwei Yuan (ORCID: https://orcid.org/0000-0002-4226-1853)
- X. H. Liu
- Xianghui Meng (ORCID: https://orcid.org/0000-0003-2387-1186)
- Da Wang (ORCID: https://orcid.org/0000-0001-5202-9831)
- Qiang Liu (ORCID: https://orcid.org/0000-0002-5451-4862)
- Yan Meng (ORCID: https://orcid.org/0009-0001-0185-4193)
- Lingbo Qu
Institutions
- Henan University of Technology (CN)
- Zhengzhou University (CN)
- Shanghai Institute for Science of Science (CN)
- Tobacco Research Institute (CN)
- Institute of Science and Technology
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-04-22
- DOI
- https://doi.org/10.1021/acs.joc.5c00424
- Citations
- 6
- Primary Topic
- Sulfur-Based Synthesis Techniques
- Type
- article
- Field-Weighted Citation Impact
- 5.62
Funders
- Natural Science Foundation of Henan Province