286454-81-7Relevant academic research and scientific papers
α-Arylation of (hetero)aryl ketones in aqueous surfactant media
Gallou, Fabrice,Lipshutz, Bruce H.,Roa, Daniel E.,Wood, Alex B.
supporting information, p. 4858 - 4865 (2021/07/12)
α-Arylation reactions can be performed in water, enabled by a designer surfactant,under mild conditions and in the absence of organic co-solvents. A multitude of aryl and heteroaryl ketones are amenable to coupling with functionalized aryl halides. Use of a lipophilic base that can gain entry to the micellar inner cores mediates enolization. In some cases, palladium loadings as low as 2500 ppm (0.25 mol%) are sufficient for coupling in a completely recyclable medium, exemplifying chemistry in water.
Direct copper-catalyzed α-arylation of benzyl phenyl ketones with aryl iodides: Route towards tamoxifen
Danoun, Grégory,Tlili, Anis,Monnier, Florian,Taillefer, Marc
supporting information, p. 12815 - 12819 (2013/02/22)
No activation needed: The first efficient method for direct α-arylation of non-activated or non-protected family of enolizable ketones with simple aryl iodides employs a catalytic copper system. The method shows potential for the easy and step-economical synthesis of tamoxifen, the most commonly administrated drug for the management of breast cancer. R, R′, R′′ = electron-donating or electron-withdrawing groups. Copyright
Synthesis of lipidic tamoxifen
Lashley, Matthew R.,Nantz, Michael H.
, p. 3295 - 3298 (2007/10/03)
We describe a general method for elaboration of the ethyl sidechain of tamoxifen and its primary 4-hydroxy metabolite. Novel lipidic tamoxifen and a functionalized B-ring analog were synthesized from a common stilbene oxide intermediate for potential lipo
