Phosphorinanes as Ligands for Palladium-Catalyzed Cross-Coupling Chemistry
| Autor: | Tim Brenstrum, Alfredo Capretta, Jeff Dyck, James McNulty, James F. Britten, Serguei I. Zavorine, Alan J. Robertson, Julie Clattenburg |
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| Rok vydání: | 2005 |
| Předmět: |
Steric effects
chemistry.chemical_classification Ketone Ligand Organic Chemistry Sonogashira coupling chemistry.chemical_element General Medicine Biochemistry Combinatorial chemistry chemistry.chemical_compound chemistry Organopalladium Michael reaction Organic chemistry Physical and Theoretical Chemistry Phosphine Palladium |
| Zdroj: | Organic Letters. 8:103-105 |
| ISSN: | 1523-7052 1523-7060 |
| Popis: | [structure: see text] Phosphorinanes are presented as a class of phosphine ligand suitable for organopalladium cross-coupling chemistry. Prepared via a direct double Michael addition of a monoalkyl- or arylphosphine to phorone followed by a Wolf-Kishner reduction, phosphorinanes are relatively inexpensive to manufacture and allow modification of one of the alkyl moieties permitting steric and electronic fine-tuning of the ligands. Library screening and applications of these ligands in the Suzuki, Sonogashira, ketone arylation, and aryl amination reactions are presented. |
| Databáze: | OpenAIRE |
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