Synthesis of Triaryl‐Substituted Acyclic Olefins via Palladium‐Catalyzed γ‐C(sp <sup>3</sup> )‐H Diarylation of 2‐(2‐Phenylpropyl)pyridine Derivatives
Abstract This study presents an efficient method for synthesizing triaryl‐substituted acyclic olefins, employing palladium‐catalyzed diarylation of primary C(sp 3 )─H bonds at the γ‐position of 2‐(2‐phenylpropyl)pyridine derivatives, using halogen‐substituted aryl boronic esters as coupling reagents. Intramolecular β‐hydride elimination plays a key role in facilitating the formation of these compounds. The diarylation reaction proceeds smoothly with high functional group tolerance and good yields, even on a gram scale. Preliminary mechanistic studies suggest that the reaction may proceed through a Pd(II)/Pd(IV) catalytic cycle. This approach offers a novel strategy for the one‐pot synthesis of triaryl‐substituted acyclic olefin derivatives.
Authors
- H. B. Li (ORCID: https://orcid.org/0000-0003-2690-2523)
- Jun Rong Jiang (ORCID: https://orcid.org/0000-0002-5542-7592)
- Junfeng Wang (ORCID: https://orcid.org/0000-0002-8016-1239)
- Zhijun Guo (ORCID: https://orcid.org/0000-0001-9200-8904)
- Jinping Li (ORCID: https://orcid.org/0000-0002-2628-0376)
- Lisheng Wang (ORCID: https://orcid.org/0000-0001-6202-5463)
Institutions
- Guangxi University (CN)
- Zero to Three (US)
- Guangxi Academy of Sciences (CN)
Publication Details
- Journal
- Asian Journal of Organic Chemistry
- Published
- 2025-08-25
- DOI
- https://doi.org/10.1002/ajoc.202500564
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- National Natural Science Foundation of China