Abstract
Iron-catalyzed ortho C−H arylation and methylation reactions of pivalophenone N−H imines are reported. The pivaloyl N−H imine proved an excellent directing group for the arylation with diarylzinc reagents in the presence of an iron-diphosphine catalyst and 2,3-dichlorobutane at room temperature. A similar catalytic system also allowed methylation with Me3Al at 70 °C. The pivaloyl imine of the product could be readily converted to a cyano group, thus allowing convenient preparation of ortho-functionalized benzonitriles.
| Original language | English |
|---|---|
| Pages (from-to) | 3049-3053 |
| Number of pages | 5 |
| Journal | ChemSusChem |
| Volume | 12 |
| Issue number | 13 |
| DOIs | |
| Publication status | Published - 2019 Jul 5 |
| Externally published | Yes |
Keywords
- C−H activation
- arylation
- iron
- methylation
- organometallic reagents
ASJC Scopus subject areas
- Environmental Chemistry
- Chemical Engineering(all)
- Materials Science(all)
- Energy(all)