Oxidations of alkenes with hypervalent iodine reagents: an alternative ozonolysis of phenyl substituted alkenes and allylic oxidation of unsubstituted cyclic alkenes

Atmaca, Ufuk; Usanmaz, Hande K.; Çelik, Murat

doi:10.1016/j.tetlet.2014.02.076

Makale Tam Makale Uluslararası 2014 Açık erişimli

Oxidations of alkenes with hypervalent iodine reagents: an alternative ozonolysis of phenyl substituted alkenes and allylic oxidation of unsubstituted cyclic alkenes

Ufuk Atmaca, Hande K. Usanmaz, Murat Çelik

Tetrahedron Letters Cilt 55 · Sayı 14 · ss. 2230–2232 · 02.04.2014

DOI ile aç

Özet

Unsaturated C=C double bonds with a phenyl substituent can be cleaved with iodylbenzene and iodosylbenzene to give carbonyl compounds. It is believed that the reactions occur via a radical pathway. The allylic oxidation of cyclic alkenes lacking a phenyl substituent was achieved in acetonitrile/water mixture (3:1) also using iodylbenzene and iodosylbenzene. (C) 2014 Elsevier Ltd. All rights reserved.

Anahtar kelimeler

Alkenes Hypervalent iodine Allylic hydroperoxide Oxidative cleavage Ozonolysis

Atıf için künye

Atmaca, U., Usanmaz, H. K., & Çelik, M. (2014). Oxidations of alkenes with hypervalent iodine reagents: an alternative ozonolysis of phenyl substituted alkenes and allylic oxidation of unsubstituted cyclic alkenes. Tetrahedron Letters, 55(14), 2230–2232. https://doi.org/10.1016/j.tetlet.2014.02.076

BibTeX

@article{atmaca2014-71782,
  author = {Atmaca, Ufuk and Usanmaz, Hande K. and Çelik, Murat},
  title = {Oxidations of alkenes with hypervalent iodine reagents: an alternative ozonolysis of phenyl substituted alkenes and allylic oxidation of unsubstituted cyclic alkenes},
  journal = {Tetrahedron Letters},
  year = {2014},
  volume = {55},
  number = {14},
  pages = {2230--2232},
  issn = {0040-4039},
  doi = {10.1016/j.tetlet.2014.02.076},
  url = {https://akademik.atauni.edu.tr/yayinlar/71782-oxidations-of-alkenes-with-hypervalent-iodine-reagents-an-alternative-ozonolysis}
}