Synthesis

One-step preparation of symmetrical 1, 4-diketones from α-halo ketones in the presence of Zn-I2 as a condensation agent

M Ceylan, MB Guerdere, Y Budak, C Kazaz…

Index: Ceylan, Mustafa; Guerdere, M. Burcu; Budak, Yakup; Kazaz, Cavit; Secen, Hasan Synthesis, 2004 , # 11 p. 1750 - 1754

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Citation Number: 9

Abstract

Abstract Eleven 1, 4-diphenylbutane-1, 4-diones have been prepared in one step from the corresponding α-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 α-halo ketones. Similarly, 3-chloropentane-2, 4-dione gave 3, 4-diacetylhexane-2, 5-dione, a Wurtz-like condensation product.