Synthesis of arylated anthraquinones by site-selective Suzuki–Miyaura reactions of the bis(triflates) of 1,3-di(hydroxy)anthraquinones
作者:Omer A. Akrawi、Afsar Khan、Tamás Patonay、Alexander Villinger、Peter Langer
DOI:10.1016/j.tet.2013.08.041
日期:2013.10
were prepared by Suzuki–Miyaura reactions of the bis(triflates) of various 1,3-(dihydroxy)anthraquinones. While the reactions of the bis(triflates) of parent 1,3-(dihydroxy)anthraquinone and of 2-chloro-1,3-di(hydroxy)anthraquinone proceeded with very good site-selectivity, the corresponding reactions of the bis(triflate) of 2-fluoro-1,3-diarylanthraquinones were not site-selective, which was explained
芳基化的蒽醌类是由不同的1,3-(二羟基)蒽醌的双(三氟甲磺酸酯)的铃木 - 宫浦反应制备。虽然双父(三氟甲磺酸酯)1,3-(二羟基)蒽醌-2-氯-1,3-二的和的反应(羟基)蒽醌进行具有非常好的位点的选择性,所述之二的相应的反应(三氟甲磺酸酯)2-氟-1,3-二芳基蒽醌不是位点选择性的,这是基于氟原子的π供电作用来解释的。