Pd-Catalyzed Aryl Amination Mediated by Well Defined, N-Heterocyclic Carbene (NHC)–Pd Precatalysts, PEPPSI
| Autor: | Christopher J. O'Brien, Eric Assen B. Kantchev, Mirvat Abdel‐Hadi, Igor Dubovyk, Michael G. Organ, Cory Valente, Niloufar Hadei, Mahmoud Sayah, Stephanie Avola |
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| Rok vydání: | 2008 |
| Předmět: |
Phosphines
Aryl Organic Chemistry Temperature Enantioselective synthesis chemistry.chemical_element General Chemistry Ligands Combinatorial chemistry Hydrocarbons Catalysis PEPPSI chemistry.chemical_compound chemistry Heterocyclic Compounds Yield (chemistry) Organic chemistry Methane Carbene Palladium Amination |
| Zdroj: | Chemistry - A European Journal. 14:2443-2452 |
| ISSN: | 1521-3765 0947-6539 |
| DOI: | 10.1002/chem.200701621 |
| Popis: | Pd-N-heterocyclic carbene (NHC)-catalyzed Buchwald-Hartwig amination protocols mediated by Pd-PEPPSI precatalysts is described. These protocols provide access to a range of hindered and functionalized drug-like aryl amines in high yield with both electron-deficient and electron-rich aryl- and heteroaryl chlorides and bromides. Variations in solvent polarity, base and temperature are tolerated, enhancing the scope and utility of this protocol. A mechanistic rationalization for base strength (pKb) requirements is also provided. |
| Databáze: | OpenAIRE |
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