Ruthenium-catalyzed benzylic substitution of benzyl esters with stabilized carbon nucleophiles
| Autor: | Hiroaki Tsuji, Motoi Kawatsura, Koki Suzuki |
|---|---|
| Rok vydání: | 2020 |
| Předmět: |
Reaction mechanism
Substitution (logic) Metals and Alloys chemistry.chemical_element General Chemistry Picolinic acid Alkylation Medicinal chemistry Catalysis Surfaces Coatings and Films Electronic Optical and Magnetic Materials Ruthenium chemistry.chemical_compound chemistry Nucleophile Materials Chemistry Ceramics and Composites Carbon |
| Zdroj: | Chemical Communications. 56:3273-3276 |
| ISSN: | 1364-548X 1359-7345 |
| DOI: | 10.1039/c9cc09899b |
| Popis: | We have accomplished the ruthenium-catalyzed benzylic substitution of benzyl esters with a stabilized carbon nucleophile. A [Cp*RuCl2]2/picolinic acid catalyst system promoted the reaction of 2-naphthylmethyl-2,3,4,5,6-pentafluorobenzoates with a series of stabilized carbon nucleophiles such as malonates, β-ketoesters, and diketones to give the corresponding benzylic alkylation products in moderate to high yields. We proposed a plausible reaction mechanism that could involve a (π-benzyl)ruthenium intermediate. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|