107953-78-6Relevant articles and documents
β-Hydroxylation of anthraquinone derivatives with benzaldehyde oxime as a source of hydroxyl group
Tikhomirov, Alexander S.,Ivanov, Ivan V.,Korolev, Alexander M.,Shchekotikhin, Andrey E.
, (2019)
Hydroxyanthraquinones are of significant interest due to their broad spectrum of biological activity, coloring properties and synthetic applications. Here, we describe a mild and convenient method for β-hydroxylation of anthraquinone derivatives that can be used during late stages of modifications. The scheme is based on the Miller-Loudon-Snyder reaction, which uses benzaldoxime as a source of a hydroxyl group. The influence of different leaving groups and neighboring substituents at the anthraquinone core on reaction rate and yield has been evaluated. A series of β-hydroxyanthraquinone derivatives was synthesized using the developed approach.
REACTIONS OF KETENE ACETALS 16. THE REGIOSPECIFIC SYNTHESIS OF PARTIALLY METHYLATED PURPURINS
Simoneau, Bruno,Brassard, Paul
, p. 3767 - 3774 (2007/10/02)
Two novel vinylketene acetals, 1,4-dimethoxy-1,3-bistrimethylsiloxybutadiene and 1,3,4-trimethoxy-1-trimethylsiloxybutadiene have been prepared in view of their eventual application to the synthesis of the antitumor antibiotic bikaverin.Use of the former in the elaboration of anthraquinones has shown that structures proposed for two natural products, purpurin 1-methyl ether and 8-hydroxypurpurin 1-methyl ether are in fact those of anthragallol derivatives.The second diene has afforded confirmation of the nature of xanthorin 5-methyl ether as well as of a degradation product of bostrycin.A substitution pattern claimed for another natural product, 5-hydroxyanthragallol 2,5-dimethyl ether, is also incorrect.
