Active esters as acylating reagents in the Friedel–Crafts reaction: trifluoromethanesulfonic acid catalyzed acylation of ferrocene and pyrene
作者:Anna Wrona-Piotrowicz、Damian Cegliński、Janusz Zakrzewski
DOI:10.1016/j.tetlet.2011.07.142
日期:2011.10
The Friedel–Crafts acylation of electron-rich arenes (ferrocene and pyrene) with N-hydroxysuccinimidyl, 2,3,5,6-tetrafluorophenyl and phenyl esters of benzoic and p-methoxybenzoic acid, activated by superacidic trifluoromethanesulfonic acid is reported. The reactive acylating intermediate in this system is presumably an acyl triflate or its protonated form.
据报道,富电子芳烃(二茂铁和pyr)与N-羟基琥珀酰亚胺基,2,3,5,6-四氟苯基和苯甲酸酯和对甲氧基苯甲酸的苯基酯被超酸性三氟甲磺酸活化后,发生了弗里德尔-克拉夫茨酰化反应。该系统中的反应性酰化中间体大概是酰基三氟甲磺酸酯或其质子化形式。