An unusual thioketal formation: Attempted synthesis of 2,3-dibromo-6,7-benzobicyclo[3.2.1]octa-2, 6-diene

Taşkesenligil, Yavuz; BALCI, Metin

doi:10.1016/0040-4020(95)00414-4

Makale Tam Makale Uluslararası 1995

An unusual thioketal formation: Attempted synthesis of 2,3-dibromo-6,7-benzobicyclo[3.2.1]octa-2, 6-diene

Yavuz Taşkesenligil, Metin BALCI

TETRAHEDRON Cilt 51 · Sayı 29 · ss. 7993–7998 · 17.07.1995

DOI ile aç

Özet

Treatment of 8 with 2 equiv. of NBS gave tetra bromide 9 which was converted to the corresponding unsaturated ketone 7. Reaction of 7 with 1,2-ethanedithiol produced the unusual thioketal 14 besides normal ketalization product 13. Reduction of 13 with Raney nickel resulted in the formation of hydrocarbon 17, instead of the expected dibromide 4.

Atıf için künye

Taşkesenligil, Y., & BALCI, M. (1995). An unusual thioketal formation: Attempted synthesis of 2,3-dibromo-6,7-benzobicyclo[3.2.1]octa-2, 6-diene. TETRAHEDRON, 51(29), 7993–7998. https://doi.org/10.1016/0040-4020%2895%2900414-4

BibTeX

@article{taskesenligil1995-153034,
  author = {Taşkesenligil, Yavuz and BALCI, Metin},
  title = {An unusual thioketal formation: Attempted synthesis of 2,3-dibromo-6,7-benzobicyclo[3.2.1]octa-2, 6-diene},
  journal = {TETRAHEDRON},
  year = {1995},
  volume = {51},
  number = {29},
  pages = {7993--7998},
  issn = {0040-4020},
  doi = {10.1016/0040-4020(95)00414-4},
  url = {https://akademik.atauni.edu.tr/yayinlar/153034-an-unusual-thioketal-formation-attempted-synthesis-of-23-dibromo-67}
}