Ytterbium Triflate-Catalyzed Intramolecular Arylative Ring Opening of Arylaminomethyl-Substituted Donor–Acceptor Cyclopropanes: Access to Tetrahydroquinolines
The treatment of arylaminomethyl-substituted donor-acceptor cyclopropanes with a catalytic amount of Yb(OTf)<sub>3</sub> provides expedient access to tetrahydroquinoline derivatives. The transformation proceeds through an intramolecular S<sub>N</sub>2-type attack of the aminomethyl-containing aryl ring on the cyclopropane ring, leading to the formation of the products as single diastereomers.
Authors
- Kannupal Srinivasan (ORCID: https://orcid.org/0000-0001-5044-4716)
- Thangaraj Devaraj
Institutions
- Bharathidasan University (IN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2024-09-20
- DOI
- https://doi.org/10.1021/acs.joc.4c00924
- Citations
- 5
- Primary Topic
- Cyclopropane Reaction Mechanisms
- Type
- article
- Field-Weighted Citation Impact
- 1.25
Funders
- University Grants Commission
- Science and Engineering Research Board
- Rashtriya Uchchatar Shiksha Abhiyan