| Autor: |
Curto JM; Department of Chemistry and Penn Merck High Throughput Experimentation Laboratory, University of Pennsylvania , Philadelphia, Pennsylvania 19104, United States., Kozlowski MC |
| Jazyk: |
angličtina |
| Zdroj: |
Journal of the American Chemical Society [J Am Chem Soc] 2015 Jan 14; Vol. 137 (1), pp. 18-21. Date of Electronic Publication: 2014 Dec 29. |
| DOI: |
10.1021/ja5093166 |
| Abstrakt: |
The first selective coupling of a carbon nucleophile with methyl, ethyl, propyl, and butyl arenes in the absence of a directing group is described. Pd(OAc)2 double C-H activation displays remarkable selectivity for the terminal methyl sites in alkyl arenes, rather than the more commonly observed arene sp(2) C-H activation. Mechanistic studies indicate the intermediacy of an azlactone dimer, obtained from oxidation with Pd(OAc)2, and are consistent with a Pd-catalyzed C-H activation vs a radical process. The observed reactivity establishes that typical reaction solvents (e.g., toluene) can readily participate in C-H activation chemistry. |
| Databáze: |
MEDLINE |
| Externí odkaz: |
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