A13 ケトンの還元的カップリング反応への超音波照射の影響

概要

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Various ketones were reacted with TiCl_4 and Zn under ultrasonication(using Sus-4005C, 50W, 40kHz) to give the corresponding coupling dimmers. Ketones were substituted with methoxy, hydroxy, acetoxy and bromine on the benzene ring. Using ultrasonication, the reaction time and yield of the reductive coupling reaction were changed for the better. Typical reaction was as follows. Substituted acetophenones(2.84 mmol) were dissolved in THF. The solution was added with TiCl_4 (4.60 mmol) and Zn (9.07 mmol) in THF at 0℃ and the reaction mixture was ultrasonicated under argon. The reaction mixture was added by sodium hydrogencarbonate solution and extracted with ethyl acetate. The ethyl acetate solution was concentrated in vacuo and the concentrated solution was chromatographed over silica gel, eluted with hexane-ethyl acetate, to give the corresponding dimer in good yield. [chemical formula] [table]
日本ソノケミストリー学会の論文
2005-10-14