Practical Ni-Catalyzed Aryl–Alkyl Cross-Coupling of Secondary Redox-Active Esters
| Autor: | Josep Cornella, Michael A. Schmidt, Martin D. Eastgate, Jie Wang, Chung-Mao Pan, Shuhei Kawamura, Phil S. Baran, Tian Qin, Ryan Gianatassio, Jacob T. Edwards |
|---|---|
| Jazyk: | angličtina |
| Rok vydání: | 2016 |
| Předmět: |
Carboxylic Acids
Halide chemistry.chemical_element Zinc 010402 general chemistry 01 natural sciences Biochemistry Catalysis chemistry.chemical_compound Colloid and Surface Chemistry Nickel Organometallic Compounds Organic chemistry Alkyl chemistry.chemical_classification Coupling Molecular Structure 010405 organic chemistry Aryl Communication Substrate (chemistry) Esters General Chemistry 0104 chemical sciences chemistry Reagent Oxidation-Reduction |
| Zdroj: | Journal of the American Chemical Society |
| ISSN: | 1520-5126 0002-7863 |
| Popis: | A new transformation is presented that enables chemists to couple simple alkyl carboxylic acids with aryl zinc reagents under Ni-catalysis. The success of this reaction hinges on the unique use of redox-active esters that allow one to employ such derivatives as alkyl halides surrogates. The chemistry exhibits broad substrate scope and features a high degree of practicality. The simple procedure and extremely inexpensive nature of both the substrates and pre-catalyst (NiCl2·6H2O, ca. $9.5/mol) bode well for the immediate widespread adoption of this method. |
| Databáze: | OpenAIRE |
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