ArticleChemistry (Weinheim an der Bergstrasse, Germany)2022
Ru(II)-Catalyzed Hydroarylation of in situ Generated 3,3,3-Trifluoro-1-propyne by C-H Bond Activation: A Facile and Practical Access to β-Trifluoromethylstyrenes.
Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 6 papers.
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6 citing papers in PubMed.
- NaBArACS organic & inorganic Au · 2025Article
- Copper-Catalyzed Regioselective Meta C─H Bond Olefination of Anilides.Chemistry (Weinheim an der Bergstrasse, Germany) · 2025Article
- Copper-Catalyzed Synthesis of 4-CFMolecules (Basel, Switzerland) · 2024Article
- Multi-substituted trifluoromethyl alkene constructionChemical science · 2024Article
- Ruthenium-catalyzed hydroarylation reactions as the strategy towards the synthesis of alkylated arenes and substituted alkenes.RSC advances · 2023Review
- Ru(II)-Catalyzed Hydroarylation of in situ Generated 3,3,3-Trifluoro-1-propyne by C-H Bond Activation: A Facile and Practical Access to β-Trifluoromethylstyrenes.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022Article
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Abstract
In this study, a practical and straightforward synthesis of β-(E)-trifluoromethylstyrenes by ruthenium-catalyzed C-H bond activation was developed. The readily available and inexpensive 2-bromo-3,3,3-trifluoropropene (BTP), a non-ozone depleting reagent, was used as a reservoir of 3,3,3-trifluoropropyne. With this approach, the monofunctionalization of a panel of heteroarenes was possible in a safe and scalable manner (23 examples, up to 87 % yield). Mechanistic investigations and density functional theory (DFT) calculations were also conducted to get a better understanding of the mechanism of this transformation. These studies suggested that 1) a cyclometallated ruthenium complex enabled the transformation, 2) this complex exhibited high efficiency in this transformation compared to the commercially available [RuCl
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