Polar-Effect-Directed Control in Site-Selectivity of Radical Substitution Enables C–H Perfluoroalkylation of Coumarins
A novel Ru-catalyzed protocol for C-7 selective C-H trifluoromethylation of coumarins in the presence of light is presented. This reaction undergoes a radical type nucleophilic substitution instead of a radical type electrophilic substitution owing to the benzocore activation as a result of lowering the lowest unoccupied molecular orbital (LUMO).
Authors
- Ravi Prakash Singh (ORCID: https://orcid.org/0000-0001-5323-5979)
- Shashank Singh (ORCID: https://orcid.org/0000-0002-7908-4272)
Institutions
- Indian Institute of Technology Delhi (IN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2024-09-26
- DOI
- https://doi.org/10.1021/acs.joc.4c01469
- Citations
- 2
- Primary Topic
- Fluorine in Organic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.42
Funders
- Council of Scientific and Industrial Research, India
- Ministry of Education, India
- Science and Engineering Research Board