Silver Ion-Assisted Ring Expansions in Different Solvent Systems

Authors

MESUT BOZ
HAFİZE ÇALIŞKAN
ÖMER ZAİM

DOI

10.3906/kim-0807-3

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 AgNO_3 in various solvent systems, such as acetic acid/DMSO, acetic acid/DMF, CH_3OH/acetone, and H_2O/DMF.

Keywords

Carbene, bicyclic compound, ring opening, ring expansion, vinylic halide

First Page

73

Last Page

78

Recommended Citation

BOZ, MESUT; ÇALIŞKAN, HAFİZE; and ZAİM, ÖMER (2009) "Silver Ion-Assisted Ring Expansions in Different Solvent Systems," Turkish Journal of Chemistry: Vol. 33: No. 1, Article 8. https://doi.org/10.3906/kim-0807-3
Available at: https://journals.tubitak.gov.tr/chem/vol33/iss1/8