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Enantioselective synthesis of 2-methyl indolines by palladium catalysed asymmetric C(sp3)–H activation/cyclisation
Abstract
The first example of the enantioselective methyl C-H activation by an intramolecular ArPdX species and subsequent cyclisation was developed. Palladium catalysts using commercially available chiral diphosphines yield good ee's (up to 93% ee) in the synthesis of 2-methyl indolines from 2-halo N-isopropyl anilides. This approach was also employed for the synthesis of enantioenriched cyclohexyl fused indolines with moderate enantioselectivities.
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Citations
Cited by
Engle, K. M., & Yu, J.-Q. (2013) · The Journal of Organic Chemistry · doi:10.1021/jo400159y · Cited by 531
Enantioselective amine α-functionalization via palladium-catalysed C–H arylation of thioamides
Jain, P., Verma, P., Xia, G., & Yu, J.-Q. (2017) · Nature Chemistry · doi:10.1038/nchem.2619 · Cited by 336
Metadata
- Authors
- Anas, S., Cordi, A., & Kagan, H. B.
- Venue
- Chemical Communications
- Publisher
- Royal Society of Chemistry (RSC)
- Published
- 2011
- Volume
- 47
- Issue
- 41
- Pages
- 11483
- ISSN
- 1359-7345 (ISSN-L)
- 1364-548X
- OpenAlex
- W2008199297
- Cited by
- 189
- References
- 0
- FWCI
- 8.83
- Type
- journal article
- Language
- en
- Open access
- closed
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- Anas, S., Cordi, A., & Kagan, H. B. (2011). Enantioselective synthesis of 2-methyl indolines by palladium catalysed asymmetric C(sp3)–H activation/cyclisation. Chemical Communications. https://doi.org/10.1039/c1cc14292e
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