32383-87-2Relevant academic research and scientific papers
Oxidative coupling of alkenes with aldehydes and hydroperoxides: One-pot synthesis of 2,3-epoxy Ketones
Wei, Wen-Ting,Yang, Xu-Heng,Li, Hai-Bing,Li, Jin-Heng
, p. 59 - 63 (2015)
A new transition metal-free oxidative coupling of unactivated terminal alkenes with aldehydes and hydroperoxides in the presence of 10 mol% potassium tert-butanolate (t-BuOK) is described thereby realizing trifunctionalization of alkenes toward 2,3-epoxy ketones. This method is applicable to a wide range of aldehydes, including aryl and alkyl aldehydes, with excellent functional group tolerance, and provides for the one-step assembly of 2,3-epoxy ketones.
Combretastatin-like chalcones as inhibitors of microtubule polymerization. Part 1: Synthesis and biological evaluation of antivascular activity
Ducki, Sylvie,Rennison, David,Woo, Meiko,Kendall, Alexander,Chabert, Jeremie Fournier Dit,McGown, Alan T.,Lawrence, Nicholas J.
supporting information; experimental part, p. 7698 - 7710 (2010/03/24)
The α-methyl chalcone SD400 is a potent inhibitor of tubulin assembly and possesses potent anticancer activity. Various chalcone analogues were synthesized and evaluated for their cell growth inhibitory properties against the K562 human chronic myelogenous leukemia cell line (SD400, IC50 0.21 nM; combretastatin A4 CA4, IC50 2.0 nM). Cell cycle analysis by flow cytometry indicated that these agents are antimitotic (SD400, 83% of the cells are in G2/M phase; CA4 90%). They inhibit tubulin assembly at low concentration (SD400, IC50 0.46 μM; CA4, 0.10 μM) and compete with [3H]colchicine for binding to tubulin (8% [3H]colchicine remained bound to tubulin after competition with SD400 or CA4). Upon treatment with SD400, remarkable cell shape changes were elicited in HUVEC cells, consistent with vasculature damaging activity.
Dioxirane Epoxidation of α,β-Unsaturated Ketones
Adam, Waldemar,Hadjiarapoglou, Lazaros,Smerz, Alex
, p. 227 - 232 (2007/10/02)
The synthesis of epoxides 3a-r is achieved in excellent yields by reaction of the α,β-unsaturated ketones 1a-c, 4,4'-disubstituted (E)-chalcones 1d-o, and 2'-hydroxy-4-substituted (E)-chalcones 1p-r with isolated dimethyldioxirane (2a) (as acetone solution) and/or in situ generated ethyl(methyl)dioxirane (2b).This method constitutes a useful alternative to the Weitz-Scheffer epoxidation (alkaline H2O2) of such electron-poor substrates.Key Words: Epoxidation / Dioxiranes / Ketones, α,β-unsatured / (E)-Chalcones / (E)-2'-Hydroxychalcones / 2-Cycloen-1-ones / Caroate
