ortho-C-H Arylation of Benzoic Acids with Aryl Bromides and Chlorides Catalyzed by Ruthenium
| Autor: | Florian Belitz, Thilo Krause, Dagmar Hackenberger, Agostino Biafora, Lukas J. Gooßen |
|---|---|
| Rok vydání: | 2016 |
| Předmět: |
chemistry.chemical_classification
Base (chemistry) 010405 organic chemistry Chemistry Ligand Aryl chemistry.chemical_element General Medicine General Chemistry 010402 general chemistry 01 natural sciences Medicinal chemistry Catalysis 0104 chemical sciences Amino acid Ruthenium Solvent chemistry.chemical_compound Organic chemistry Phosphine |
| Zdroj: | Angewandte Chemie (International ed. in English). 55(47) |
| ISSN: | 1521-3773 |
| Popis: | A system consisting of catalytic amounts of [(p-cym)RuCl2]2/PEt3⋅HBF4, K2CO3 as the base, and NMP as the solvent efficiently mediates the ortho-C−H arylation of benzoic acids with aryl bromides at 100 °C. Replacing the phosphine ligand with the amino acid dl-pipecolinic acid enables the analogous transformation with aryl chlorides. The key advantage of this broadly applicable transformation is the use of an inexpensive ruthenium catalyst in combination with simple carboxylates as directing groups, which can either be tracelessly removed or used as anchor points for decarboxylative ipso substitutions. |
| Databáze: | OpenAIRE |
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