Silver Ion-Assisted Ring Expansions in Different Solvent Systems

Authors

MESUT BOZ
HAFİZE ÇALIŞKAN
ÖMER ZAİM

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.

DOI

10.3906/kim-0807-3

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