Abstract
Phenylsilatrane analogues containing reactive amino, bromo, boronic ester, and alkynyl functional groups for coupling reactions have been prepared. Pinacol boronic ester and ethynyl analogues were synthesized from 4- bromophenylsilatrane by palladium catalyzed reactions. The silatrane functional group was shown to be stable during the palladium catalysis procedures and silica-gel purification, making the molecules amenable to further synthetic manipulation. The described phenylsilatranes are useful building blocks for forming more complex organosilatrane species.
| Original language | English |
|---|---|
| Pages (from-to) | 1062-1064 |
| Number of pages | 3 |
| Journal | Tetrahedron Letters |
| Volume | 55 |
| Issue number | 5 |
| DOIs | |
| Publication status | Published - Jan 29 2014 |
Keywords
- Alkyne
- Amino
- Boronic ester
- Cross-coupling
- Silatrane
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry
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Cite this
Brennan, B. J., Gust, D., & Brudvig, G. W. (2014). Organosilatrane building blocks. Tetrahedron Letters, 55(5), 1062-1064. https://doi.org/10.1016/j.tetlet.2013.12.082