Constructionof <i>meta</i> -Aryl AcetophenoneDerivatives via Pd-Catalyzed Arylation/Dehydrogenative Aromatization
Abstract Herein, we report a palladium-catalyzed domino arylation/dehydrogenative aromatization of acylcyclohexenes to synthesize meta-aryl acetophenone derivatives. This strategy achieves a previously elusive formal meta-C–H arylation of ketones, even with heteroaryl halides. It allows the late-stage introduction of fluorophores and supramolecular motifs, and the robustness is demonstrated by converting biaryl compounds to cumulenes and an AIE fluorescent Na+ probe. Mechanistic investigations revealed a radical process involving an aryl radical as a hydrogen atom transfer reagent.
Authors
- Jie Li (ORCID: https://orcid.org/0000-0002-4726-9838)
- Guanghui An (ORCID: https://orcid.org/0000-0002-3437-5834)
- Haoyang Wang (ORCID: https://orcid.org/0000-0002-4058-240X)
- Siqi Huang (ORCID: https://orcid.org/0000-0003-2367-4967)
- Guangming Li (ORCID: https://orcid.org/0000-0001-6894-1550)
- Jiahui Ma
- Qiaoliang Xu
- Chenwei Liang (ORCID: https://orcid.org/0009-0007-6878-746X)
- Yaohang Cheng
Institutions
- Guizhou Normal University (CN)
- Chinese Academy of Engineering (CN)
- Shanghai Institute of Measurement and Testing Technology (CN)
- University of Chinese Academy of Sciences (CN)
- Heilongjiang University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2026-08-13
- DOI
- https://doi.org/10.1021/acs.orglett.6c02773
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 0.00