One-Pot Synthesis of Diarylmethanones through Palladium-Catalyzed Sequential Coupling and Aerobic Oxidation of Aryl Bromides with Acetophenone as a Latent Carbonyl Donor
| Autor: | Ai-Dong Zhang, Fu-Di Liu, Hai-Yang Tu, Xing Wang |
|---|---|
| Rok vydání: | 2014 |
| Předmět: |
inorganic chemicals
Ketoprofen Molecular Structure Aryl Organic Chemistry One-pot synthesis Acetophenones chemistry.chemical_element Ketones Combinatorial chemistry Catalysis Hydrocarbons Brominated chemistry.chemical_compound Sequential coupling chemistry Yield (chemistry) Organometallic Compounds medicine Organic chemistry Oxidation-Reduction Palladium medicine.drug Acetophenone |
| Zdroj: | The Journal of Organic Chemistry. 79:6554-6562 |
| ISSN: | 1520-6904 0022-3263 |
| DOI: | 10.1021/jo5010185 |
| Popis: | A one-pot palladium-catalyzed synthesis of symmetrical and unsymmetrical diarylmethanones using acetophenone and aryl bromides as raw materials has been developed. In this reaction, acetophenone acts as a latent carbonyl donor and two pathways of palladium-catalyzed sequential coupling and aerobic oxidation are identified. The reaction is applicable to a spectrum of substrates and delivers the products in moderate to good yields. This method can be used for the synthesis of ketoprofen, a nonsteroidal anti-inflammatory drug, in a two-step procedure and 45% overall yield. |
| Databáze: | OpenAIRE |
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