Access to quaternary-carbon-containing β-alkyl amides <i>via</i> persulfate-promoted domino alkylation/smiles rearrangement of alkenes
In this study, we present an efficient approach for synthesizing all-carbon quaternary-centered β-alkyl amides. This method entails a persulfate-promoted cascade alkylative annulation/arylation of <i>N</i>-(arylsulfonyl)acrylamide with 4-alkyl-1,4-dihydropyridines (DHP). The reaction mechanism comprises four consecutive steps: (1) <i>in situ</i> generation of alkyl radical intermediates, (2) radical addition to the alkene moiety, (3) 1,4-aryl migration, and (4) finally desulfonylation.
Authors
- Wenchao Yang (ORCID: https://orcid.org/0000-0001-7729-7365)
- Xiaohu Yang (ORCID: https://orcid.org/0000-0002-5871-7894)
- Xiaoqing Wan (ORCID: https://orcid.org/0000-0001-9948-9173)
- Hegui Fang
Institutions
- Zhejiang Hospital (CN)
- Yangzhou University (CN)
Publication Details
- Journal
- RSC Advances
- Published
- 2025-01-01
- DOI
- https://doi.org/10.1039/d5ra02454d
- Primary Topic
- Advanced Synthetic Organic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- National Natural Science Foundation of China
- Zhejiang Pharmaceutical Association
- Natural Science Foundation of Zhejiang Province
- Science and Technology Program of Zhejiang Province