Abstract
A general and efficient strategy to synthesize 1,2-ambiphilic aromatic and heteroaromatic synthons from haloarenes has been developed. The method involves installation of the PyDipSi directing group, and subsequent palladium-catalyzed directed ortho-halogenation of aryl silanes (see scheme; Py=2-pyridyl). The usefulness of these 1,2-ambiphilic building blocks was shown in their participation as both nucleophilic aryl silane and electrophilic aryl iodide moieties.
Original language | English (US) |
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Pages (from-to) | 8729-8732 |
Number of pages | 4 |
Journal | Angewandte Chemie - International Edition |
Volume | 49 |
Issue number | 46 |
DOIs | |
State | Published - Nov 8 2010 |
Externally published | Yes |
Keywords
- C-H activation
- benzynes
- halogenation
- palladium
- siloles
ASJC Scopus subject areas
- Catalysis
- Chemistry(all)