One-step preparation of symmetrical 1,4-diketones from alpha-halo ketones in the presence of Zn-I-2 as a condensation agent
SYNTHESIS-STUTTGART, sa.11, ss.1750-1754, 2004 (SCI-Expanded, Scopus)
- Yayın Türü: Makale / Tam Makale
- Basım Tarihi: 2004
- Doi Numarası: 10.1055/s-2004-829118
- Dergi Adı: SYNTHESIS-STUTTGART
- Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
- Sayfa Sayıları: ss.1750-1754
- Anahtar Kelimeler: 1,4-diketones, alpha-bromoketones, zinc, ACTIVATED DOUBLE-BONDS, ALDEHYDES, DIKETONES, ESTER
- Atatürk Üniversitesi Adresli: Evet
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.