Merging Photoinduced Electron Transfer with Hydrogen Atom Transfer: Formal β-C(sp<sup>3</sup>)–H Pyridination of Carbonyls
In this study, a novel approach that combines photoinduced electron transfer (ET) with hydrogen atom transfer (HAT) has been introduced for the selective β-C(sp<sup>3</sup>)-H pyridination of carbonyl compounds. This method is notable for its absence of transition metals and its ability to function under benign reaction conditions, resulting in a range of pyridinated carbonyl derivatives with consistently moderate to good yields. The significance of this technique is further underscored by its potential for the late-stage functionalization of pharmaceutically significant molecules. Mechanistic investigations confirmed that the reaction proceeds via a radical-mediated pathway.
Authors
- Jiabin Shen (ORCID: https://orcid.org/0000-0002-6942-5686)
- Jian Li (ORCID: https://orcid.org/0000-0002-3136-5112)
- Kai You Wang (ORCID: https://orcid.org/0000-0002-6170-4744)
- Binbin Chen (ORCID: https://orcid.org/0000-0001-7533-0686)
- Qing Pang (ORCID: https://orcid.org/0000-0002-5023-6308)
- Pengfei Zhang (ORCID: https://orcid.org/0000-0001-9859-0237)
- Jun Xu (ORCID: https://orcid.org/0000-0003-0519-1056)
Institutions
- Hangzhou Normal University (CN)
- Jining Medical University (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-01-09
- DOI
- https://doi.org/10.1021/acs.joc.4c02739
- Citations
- 22
- Primary Topic
- Radical Photochemical Reactions
- Type
- article
- Field-Weighted Citation Impact
- 20.59
Funders
- National Natural Science Foundation of China
- Natural Science Foundation of Shandong Province
- Science and Technology Department of Zhejiang Province