Acid-catalyzed reactions of 1,2-Dicarbonylethanes with benzene. Ethylene dication electrophiles
作者:Takahisa Yamazaki、Shin-ichi Saito、Tomohiko Ohwada、Koichi Shudo
DOI:10.1016/0040-4039(95)01075-s
日期:1995.8
1,2-Dicarbonyl compounds reacted with benzene in the presence of a strong acid, trifluoromethanesulfonic acid, to give gem-diphenylated ketones in high yields. The reaction was accelerated when the acidity of the medium was increased, supporting involvement of O,O-diprotonated 1,2-dicarbonyl species (i.e., 1,2-dihydroxyethylene dications) as the active electrophiles.
1,2-二羰基化合物在强酸三氟甲磺酸的存在下与苯反应,以高收率得到了宝石-二苯基化的酮。当介质的酸度增加时,反应被加速,从而支持了O,O-二质子化的1,2-二羰基物质(即1,2-二羟基乙烯二羧酸)作为活性亲电子试剂的参与。