Visible Light–Promoted Radical Cascade Bicyclization to Access Partially Saturated Pyrrolo[2,3‐ <i>b</i> ]Pyridines
A visible light-promoted cascade [2+2+1] bicyclization reaction of N-cyanamide alkenes and activated alkyl bromides has been successfully established. This reaction exhibits mild conditions, metal-free characteristics, and excellent atom- and step-economy, along with environmental friendliness. It demonstrates broad substrate tolerance and scalability to gram-scale synthesis, underscoring its potential for practical applications. Preliminary mechanistic studies suggest that the reaction proceeds through a photoinduced single-electron transfer (SET) process and a 1,5-hydrogen atom transfer (HAT) process mediated by an iminyl radical.
Authors
- Siping Wei (ORCID: https://orcid.org/0000-0002-1084-8772)
- Ying Xiong (ORCID: https://orcid.org/0000-0001-5073-9100)
- Ting Zou (ORCID: https://orcid.org/0009-0004-8850-2466)
- Jian Yao (ORCID: https://orcid.org/0000-0002-1252-6961)
- Dong Yi (ORCID: https://orcid.org/0000-0002-8281-7860)
- Bin Chen (ORCID: https://orcid.org/0000-0003-0437-1442)
- Hua Xia (ORCID: https://orcid.org/0000-0003-0923-6493)
- S. Y. Mao
- C Q Jiang (ORCID: https://orcid.org/0009-0003-2768-4502)
- Guangpeng Yan
Institutions
- Southwest Medical University (CN)
Publication Details
- Journal
- Chemistry - A European Journal
- Published
- 2025-04-09
- DOI
- https://doi.org/10.1002/chem.202500787
- Citations
- 2
- Primary Topic
- Radical Photochemical Reactions
- Type
- article
- Field-Weighted Citation Impact
- 1.87
Funders
- National Natural Science Foundation of China
- Southwest Medical University