Year-end Sale % OFF 
Abstract
Nitration of styryl ketones with nitrogen peroxide leads to the corresponding α-nitroethylenic ketones in good yield. However, the presence of methoxy groups involves a nitration on the aromatic nucleus.LiAlH4 reduction of α-nitrostyrylketones yields the corresponding racemic erythro- and threo-aminoalcohols; after acylation and cyclisation a dihydro-quinoline or a 2-oxazoline is obtained.Electrochemical reduction of these nitrostyryl-ketones selectively provides the α-ketoximes, which are themselves reduced electrolytically to α-aminoketones. These latter compounds dimerise in neutral medium to dihydro-2,5-pyrazines which aromatise to the corresponding pyrazines. In acid medium an α-ketol is obtained.A mechanism for the reduction is proposed implicating an enaminol intermediate.
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
