628691-84-9Relevant academic research and scientific papers
Divergent Iron-Catalyzed Coupling of O-Acyloximes with Silyl Enol Ethers
Yang, Hai-Bin,Selander, Nicklas
supporting information, p. 1779 - 1783 (2017/02/15)
An iron-catalyzed coupling reaction of O-acyloximes and O-benzoyl amidoximes with silyl enol ethers is reported. The protocol provides access to functionalized pyrroles, 1,6-ketonitriles, pyrrolines and imidazolines via carbon-centered radicals generated from an initially formed iminyl radical. The intramolecular cyclization and ring-opening processes of the iminyl radical take place preferentially over reactions that proceed through a 1,3-hydrogen transfer, providing insights into iron-catalyzed reactions with oxime derivatives. The cheap and environmentally friendly iron catalyst, the broad substrate scope and the functional group compatibility make this protocol useful for synthesis of valuable nitrogen-containing products.
Synthesis of Dihydropyrrole and Pyrrole Derivatives by Radical Cyclization of γ,δUnsaturated Ketone O-Acetyloximes
Yoshida, Masayuki,Kitamura, Mitsuru,Narasaka, Koichi
, p. 2003 - 2008 (2007/10/03)
Treatment of γδ-unsaturated ketone O-acetyloximes with a catalytic amount of 1,5-naphthalenediol or hydroquinone, acetic acid, and 1,4-cyclohexadiene affords various dihydropyrrole and pyrrole derivatives via radical cyclization induced by one-electron reduction of the oximes.
