One-step preparation of symmetrical 1,4-diketones from alpha-halo ketones in the presence of Zn-I-2 as a condensation agent

CEYLAN, Mustafa; GURDERE, Meliha Burcu; BUDAK, Yakup; Kazaz, Cavit; Seçen, Hasan

doi:10.1055/s-2004-829118

Makale Tam Makale Uluslararası 2004

One-step preparation of symmetrical 1,4-diketones from alpha-halo ketones in the presence of Zn-I-2 as a condensation agent

Mustafa CEYLAN, Meliha Burcu GURDERE, Yakup BUDAK, Cavit Kazaz, Hasan Seçen

Synthesis (Germany) Sayı 11 · ss. 1750–1754 · 03.08.2004

DOI ile aç

Özet

Eleven 1,4-diphenylbutane-1,4-diones have been prepared in one step from the corresponding a-halo acetophenones under the action of Zn-I-2 as a condensation agent with moderate to high yields. The mechanistic pathway of the reaction can be explained by the Wurtz-like self-condensation of a-halo ketones. Similarly, 3-chloropentane-2,4-dione gave 3,4-diacetylhexane-2,5-dione, a Wurtz-like condensation product.

Anahtar kelimeler

ZINC 1 Aldehydes 4-diketones alpha-bromoketones ACTIVATED DOUBLE-BONDS DIKETONES ESTER

Atıf için künye

CEYLAN, M., GURDERE, M. B., BUDAK, Y., Kazaz, C., & Seçen, H. (2004). One-step preparation of symmetrical 1,4-diketones from alpha-halo ketones in the presence of Zn-I-2 as a condensation agent. Synthesis (Germany)(11), 1750–1754. https://doi.org/10.1055/s-2004-829118

BibTeX

@article{ceylan2004-70859,
  author = {CEYLAN, Mustafa and GURDERE, Meliha Burcu and BUDAK, Yakup and Kazaz, Cavit and Seçen, Hasan},
  title = {One-step preparation of symmetrical 1,4-diketones from alpha-halo ketones in the presence of Zn-I-2 as a condensation agent},
  journal = {Synthesis (Germany)},
  year = {2004},
  number = {11},
  pages = {1750--1754},
  issn = {0039-7881},
  doi = {10.1055/s-2004-829118},
  url = {https://akademik.atauni.edu.tr/yayinlar/70859-one-step-preparation-of-symmetrical-14-diketones-from-alpha-halo-ketones-in-the}
}