- Synthesis of arylated anthraquinones by site-selective Suzuki-Miyaura reactions of the bis(triflates) of 1,3-di(hydroxy)anthraquinones
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Arylated anthraquinones 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 based on the π-donating effect of the fluorine atom.
- Akrawi, Omer A.,Khan, Afsar,Patonay, Tamás,Villinger, Alexander,Langer, Peter
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p. 9013 - 9024
(2013/09/24)
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- Site-selective Suzuki-Miyaura reactions of the bis(triflate) of 1,3-dihydroxyanthraquinone
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Various aryl-substituted anthraquinones were prepared by palladium(0)-catalyzed Suzuki-Miyaura cross-coupling reactions of the bis(triflate) of 1,3-dihydroxyanthraquinone. A very good site-selectivity in favor of position 1 was observed which can be explained by the electronic influence of the neighboring carbonyl group.
- Akrawi, Omer A.,Hussain, Munawar,Langer, Peter
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p. 1093 - 1095
(2011/04/15)
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