Synthesis of Spiro 3,3′-Cyclopropyl Oxindoles via Cyclopropanation of 3-Alkenyl-oxindoles with CF<sub>3</sub>-Imidoyl Sulfoxonium Ylides
A catalyst and additive-free [2+1] annulation of 3-alkenyl-oxindoles with CF<sub>3</sub>-imidoyl sulfoxonium ylides (TFISYs) for the construction of spiro 3,3'-cyclopropyl oxindoles has been achieved. A cascade intermolecular Micheal-addition reaction and intramolecular nucleophilic substitution sequence might be involved in the transformation, which afforded a wide range of multisubstituted spiro 3,3'-cyclopropyl oxindole products with high efficiency and diastereoselectivity.
Authors
- Zhengkai Chen (ORCID: https://orcid.org/0000-0002-5556-6461)
- Yu Zhang (ORCID: https://orcid.org/0000-0002-2614-5975)
- Chen Li (ORCID: https://orcid.org/0000-0002-8438-259X)
Institutions
- Zhejiang Sci-Tech University (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-03-04
- DOI
- https://doi.org/10.1021/acs.joc.4c02961
- Citations
- 3
- Primary Topic
- Cyclopropane Reaction Mechanisms
- Type
- article
- Field-Weighted Citation Impact
- 2.81
Funders
- Natural Science Foundation of Zhejiang Province