Ligand-Promoted Remote γ-C(sp<sup>3</sup>)–H Chlorination and Bromination of Alcohols
Herein, we report a Pd(II)-catalyzed protocol f-C(sp<sup>3</sup>)-H chlorination and bromination of aliphatic alcohols using NCS and NBS as the halogenating reagents. The addition of 2-pyridone ligand and base was crucial to the success of the reaction. The method showed excellent functional group tolerance. The gram-scale reaction and the facile removal of the directing group demonstrated its potential application in the synthesis of γ-chloro or bromo alcohols containing quaternary carbon.
Authors
- Jun Luo (ORCID: https://orcid.org/0000-0002-8093-5345)
- Chao Jiang (ORCID: https://orcid.org/0000-0002-9228-1924)
- Yang-Yang Tu
Institutions
- Nanjing University of Science and Technology (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-02-04
- DOI
- https://doi.org/10.1021/acs.joc.4c03031
- Citations
- 1
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 0.94
Funders
- National Natural Science Foundation of China