Ru(II)-Catalyzed Sustainable C–H Methylation of Indolines with Organoboranes in Ethanol
A sustainable protocol for Ru(II)-catalyzed regioselective C(sp<sup>2</sup>)-H methylation of indolines in the presence of ethanol has been explored. A wide array of substituted indolines were successfully methylated <i>via</i> the developed protocol with good to excellent yields. Deuterium labeling experiments suggested the reversible nature of the C-H activation step. Kinetic isotope effect studies revealed that C-H activation might be the rate-determining step. Gram scale reaction and post-transformation reactions of the methylated product demonstrated the potential of the developed protocol.
Authors
- Sachin
- Upendra Sharma (ORCID: https://orcid.org/0000-0002-7693-8690)
- Sumit Sharma
- Devesh Chandra (ORCID: https://orcid.org/0000-0003-1640-5865)
Institutions
- Institute of Himalayan Bioresource Technology (IN)
- Academy of Scientific and Innovative Research (IN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2024-09-06
- DOI
- https://doi.org/10.1021/acs.joc.4c01650
- Citations
- 1
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 0.25
Funders
- Department of Science and Technology, Ministry of Science and Technology, India
- Council of Scientific and Industrial Research, India