The Reaction of Dicarbonyl Compounds with Potassium in the Presence of Trimethylsilyl Chloride

Autor: Murakawa, Takashi, Fujii, Koji, Murai, Shinji, Tsutsumi, Shigeru
Zdroj: Bulletin of the Chemical Society of Japan; August 1972, Vol. 45 Issue: 8 p2520-2522, 3p
Abstrakt: The reaction of dicarbonyl compounds with potassium in the presence of trimethylsilyl chloride was studied. The carbonyl compounds were benzil (II), 9,10-phenanthroquinone (III), p-benzoquinone (IV), disodium salt of tetrahydroxy-p-benzoquinone (V), and trans-dibenzoylethylene (VI), as well as benzophenone (I). I and II gave bistrimethylsiloxy compounds in good yields, but III did not react under the same conditions. 1,4-Bistrimethylsiloxybenzene and 1,4-diphenyl-1,4-bistrimethylsiloxybutadiene were obtained from IV and VI respectively. A similar conjugate reductive silylation was successful with V affording hexakistrimethylsiloxybenzene in 35% yield.
Databáze: Supplemental Index