Access to 5- to 14-Membered <i>N</i>-Heterocycles by Alkylamination of 1,3-Dienes via Palladium Catalysis
Medium-sized rings show great potential in medicinal chemistry but are difficult to achieve via direct cyclization reaction. We herein report a versatile and mild photocatalytic approach for synthesis of medium- and large-sized vinyl <i>N</i>-heterocycles by radical-mediated cyclization of sulfonamides with pendant 1,3-dienes. The reaction involves the generation of radicals from alkyl halides and cyclization of π-allylpalladium species. This method could serve as a versatile platform for the construction of <i>N</i>-heterocycles with medium- and large-sized rings via Pd catalysis.
Authors
- Haitao Qin (ORCID: https://orcid.org/0009-0004-3875-6628)
- Guang‐Qiang Tan
- Feng Liu (ORCID: https://orcid.org/0000-0003-2669-5448)
- Qingqing Zhou (ORCID: https://orcid.org/0000-0001-8515-5703)
Institutions
- Soochow University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-03-13
- DOI
- https://doi.org/10.1021/acs.orglett.5c00508
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- National Natural Science Foundation of China
- Priority Academic Program Development of Jiangsu Higher Education Institutions