80832-56-0Relevant academic research and scientific papers
Total Synthesis of the Natural Pyridocoumarins Goniothaline A and B
Ahn, Sungwan,Yoon, Jeong A,Han, Young Taek
, p. 552 - 556 (2019)
In this paper, we report the first total synthesis of goniothaline A and B, which are rare natural pyridocoumarins isolated from Goniothalamus australis. The key feature of the synthesis of goniothaline A is high-yielding silver-catalyzed cycloisomerization to afford the pyridine moiety. In addition, goniothaline B, a natural 8-hydroxyquinoline derivative, is readily synthesized by the regioselective demethylation of goniothaline A.
Copper-catalysed oxidative alkoxylation of acyl- and carbomethoxy-hydroquinones
Capdevielle, Patrice,Maumy, Michel
, p. 379 - 384 (2007/10/03)
Oxidation of title hydroquinones by an [O2/CuICl] system in the presence of alcohols yields (71-88%) corresponding regioselectively 3-alkoxylated compounds. Compared with the classical procedure (silver oxide oxidation) in which alcohols have to be added to intermediate quinones in a second step, leading to a 1:1 mixture of starting material and final quinones, this new selective one-pot system does not oxidize alcohols and regenerates intermediate quinones from starting hydroquinones. Moreover, in situ trapping of the unstable formyl-quinone now allows the preparation of its 3-alkoxy derivative.
