Journals / Turkish Journal of Chemistry / 2009 / Cilt: 33 - Sayı: 1
Silver Ion-Assisted Ring Expansions in Different Solvent Systems
- Journal
- Turkish Journal of Chemistry
- Pages
- 73–78
- DOI
- —
Abstract
Several ring expansion products carrying vinylic bromo functionality were synthesized by opening of the geminal dibromobicyclo[n.1.0]alkanes ring. Dibromocarbene was formed from bromoform and potassium tert-butoxide in hexane. Its reaction with various cyclic alkenes was the resultant dibromobicyclo[n.1.0]alkanes. Then, opening was performed using AgNO3 in various solvent systems, such as acetic acid/DMSO, acetic acid/DMF, CH3OH/acetone, and H2O/DMF.
Özet
Several ring expansion products carrying vinylic bromo functionality were synthesized by opening of the geminal dibromobicyclo[n.1.0]alkanes ring. Dibromocarbene was formed from bromoform and potassium tert-butoxide in hexane. Its reaction with various cyclic alkenes was the resultant dibromobicyclo[n.1.0]alkanes. Then, opening was performed using AgNO3 in various solvent systems, such as acetic acid/DMSO, acetic acid/DMF, CH3OH/acetone, and H2O/DMF.