2018
DOI: 10.1039/c7gc02994b
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Decarboxylation of α,β-unsaturated aromatic lactones: synthesis ofE-ortho-hydroxystilbenes from 3-arylcoumarins or isoaurones

Abstract: A simple and eco-friendly strategy for the synthesis of E-ortho-hydroxystilbenes from two kinds of α,β-unsaturated aromatic lactones is described.

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Cited by 17 publications
(9 citation statements)
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“…[ 8 ] It was demethylated by AlCl 3 to obtain 2,6‐dihydroxybenzaldehyde ( 24 ) in 80% yield. [ 9 ] At last, voxelotor ( 1 ) was obtained by condensation of 10 and 24 under K 2 CO 3 and DMF conditions in 81% isolated yield and 99.2% purity after recrystallization.…”
Section: Resultsmentioning
confidence: 99%
“…[ 8 ] It was demethylated by AlCl 3 to obtain 2,6‐dihydroxybenzaldehyde ( 24 ) in 80% yield. [ 9 ] At last, voxelotor ( 1 ) was obtained by condensation of 10 and 24 under K 2 CO 3 and DMF conditions in 81% isolated yield and 99.2% purity after recrystallization.…”
Section: Resultsmentioning
confidence: 99%
“…A variety of 2-arylbenzofurans have been prepared from 3-arylcoumarins, with yields from 26% to 84%, through a copper-catalyzed decarboxylative intramolecular CO coupling one-pot reaction [68] (Figure 10A). A series of 3-arylcoumarins could readily undergo a hydrolysis/decarboxylation cascade reaction in the presence of potassium hydroxide (KOH), in ethylene glycol, to afford the desired o-hydroxystilbenes in moderate to high yields (Figure 10A) [69]. Through a simple, green and efficient approach, the synthesis of 2-hydroxydeoxybenzoins, from the microwave-assisted alkali degradation of 3-aryl-4hydroxycoumarins in water, has been reported.…”
Section: Modifications Of the 3-arylcoumarin Scaffoldmentioning
confidence: 99%
“…最近, Zou 等 [95] 在 KOH 的乙二醇溶液中实现了 α,β-不饱和芳内酯如 3-芳基香豆素和异壬香酮等的串联水 解/脱羧反应(Scheme 11), 产量中等以上. 该反应无需 金属催化和基团保护, 产物主要是 E-型邻羟基二苯乙 烯 .…”
Section: Peg 在其他有机反应中的应用unclassified