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Acyl Donors and Additives for the Biocatalytic Friedel-Crafts Acylation
European Journal of Organic Chemistry ( IF 2.5 ) Pub Date : 2017-09-19 , DOI: 10.1002/ejoc.201701079 Nina G. Schmidt 1, 2 , Wolfgang Kroutil 2
European Journal of Organic Chemistry ( IF 2.5 ) Pub Date : 2017-09-19 , DOI: 10.1002/ejoc.201701079 Nina G. Schmidt 1, 2 , Wolfgang Kroutil 2
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The Friedel–Crafts acylation is a broadly applied reaction that can be conducted using various types of catalyst. However, a biocatalytic alternative has only been reported recently. In this study, the scope of acetyl donors is described, showing that, in addition to vinyl acetate derivatives, phenyl esters are also suitable donors. Furthermore, it was found that various amines enhance the reaction, whereby the effect do not seem to be correlated to the pH but to the structure of the donor. For instance, 1,4-diazabicyclo[2.2.2]octane (DABCO) turned out to be a viable alternative to imidazole; however the former performed best at pH 9.85, whereas the latter performed best at pH 8.3.
中文翻译：
用于生物催化 Friedel-Crafts 酰化的酰基供体和添加剂
Friedel-Crafts 酰化反应是一种应用广泛的反应，可以使用各种类型的催化剂进行。然而，最近才报道了一种生物催化替代品。在本研究中，描述了乙酰基供体的范围，表明除了乙酸乙烯酯衍生物外，苯酯也是合适的供体。此外，发现各种胺增强反应，由此效果似乎与pH值无关，而是与供体的结构有关。例如，1,4-二氮杂双环[2.2.2]辛烷（DABCO）被证明是一种可行的咪唑替代品；然而，前者在 pH 9.85 时表现最佳，而后者在 pH 8.3 时表现最佳。
更新日期：2017-09-19
中文翻译：
用于生物催化 Friedel-Crafts 酰化的酰基供体和添加剂
Friedel-Crafts 酰化反应是一种应用广泛的反应，可以使用各种类型的催化剂进行。然而，最近才报道了一种生物催化替代品。在本研究中，描述了乙酰基供体的范围，表明除了乙酸乙烯酯衍生物外，苯酯也是合适的供体。此外，发现各种胺增强反应，由此效果似乎与pH值无关，而是与供体的结构有关。例如，1,4-二氮杂双环[2.2.2]辛烷（DABCO）被证明是一种可行的咪唑替代品；然而，前者在 pH 9.85 时表现最佳，而后者在 pH 8.3 时表现最佳。
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