54737-24-5Relevant academic research and scientific papers
Chemoselective zinc/HCl reduction of halogenated β-nitrostyrenes: Synthesis of halogenated dopamine analogues
Maresh, Justin J.,Ralko, Arthur A.,Speltz, Tom E.,Burke, James L.,Murphy, Casey M.,Gaskell, Zachary,Girel, Joann K.,Terranova, Erin,Richtscheidt, Conrad,Krzeszowiec, Mark
, p. 2891 - 2894 (2015/02/02)
A detailed account regarding the synthesis of 2- and 5-halogenated dopamine is given. The key step is a chemoselective reduction of a nitrostyrene by Zn/HCl at 0 °C. These conditions represent a simple, low-cost alternative to reduction by water-sensitive hydride donors and two-step procedures. Under these conditions, aryl fluoride, chloride, and bromide groups are stable. However, iodine undergoes significant reductive dehalogenation.
On the Synthesis of Tiliacora Alkaloids, I: Synthesis of The Ansymmetrical Dibenzo-1,4-dioxin-Derivative
Pachaly, Peter,Schaefer, Michael
, p. 477 - 482 (2007/10/02)
The N-protected phenylethylamines 2 and 3, respectively, were synthesized in six steps, starting from 2a and 3a.The mixed double Ullmann reaction of 2 with 3 leads to the asymmetrical dibenzo-1,4-dioxin derivative K.On account of the selectively removable protective groups for the amino functions, K is a proper intermediate for the constitution-selective synthesis of the tiliacora alkaloids 1a - 1d.
