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Palladium(II)-Catalyzed Remote meta -C-H Functionalization of Arenes Enabled by Multitasking Oxyamides as the Linker.
- Source :
-
Organic letters [Org Lett] 2023 Jun 23; Vol. 25 (24), pp. 4416-4421. Date of Electronic Publication: 2023 Jun 12. - Publication Year :
- 2023
-
Abstract
- A palladium-catalyzed olefination of meta -C-H bonds in arenes containing oxyamides using a nitrile template as the directing group has been established. The methodology exhibited high meta -selectivity and tolerated different functional groups such as benzyloxyamides and olefin substrates. The desired products were obtained in good yields. This approach enabled the modification of natural products and drugs and was also applicable on the gram-scale. Furthermore, the directing template was readily removed by selective cleavage of the amide bond or the O-N bond to obtain meta -functionalized hydroxylamines and benzyl alcohols. The proposed method holds great potential for the design of novel drugs.
- Subjects :
- Catalysis
Amides
Benzyl Alcohols
Palladium chemistry
Alkenes chemistry
Subjects
Details
- Language :
- English
- ISSN :
- 1523-7052
- Volume :
- 25
- Issue :
- 24
- Database :
- MEDLINE
- Journal :
- Organic letters
- Publication Type :
- Academic Journal
- Accession number :
- 37306363
- Full Text :
- https://doi.org/10.1021/acs.orglett.3c01101