Oxidative Functionalization of Cyclic N -Arylamines with Nitromethane and TMSCN Using the T-HYDRO/ t -BuOK System

dc.contributor.author Rao, Gunda Ananda
dc.contributor.author Periasamy, Mariappan
dc.date.accessioned 2022-03-27T09:06:26Z
dc.date.available 2022-03-27T09:06:26Z
dc.date.issued 2018-02-01
dc.description.abstract Tertiary cyclic N -arylamines react with nitromethane in the presence of the tert -butyl hydroperoxide (T-HYDRO)/ t -BuOK system to give β-nitroamines in up to 90% yield. When TMSCN is used in place of nitromethane, α-aminonitriles are obtained in up to 96% yield. The method is suitable for several unactivated cyclic arylamine substrates. These transformations are rationalized considering the formation of the corresponding iminium ion intermediates via an initial electron transfer process.
dc.identifier.citation Synthesis (Germany). v.50(3)
dc.identifier.issn 00397881
dc.identifier.uri 10.1055/s-0036-1590943
dc.identifier.uri http://www.thieme-connect.de/DOI/DOI?10.1055/s-0036-1590943
dc.identifier.uri https://dspace.uohyd.ac.in/handle/1/12425
dc.subject enamines
dc.subject iminium ions
dc.subject N -arylamines
dc.subject α-aminonitriles
dc.subject β-nitroamines
dc.title Oxidative Functionalization of Cyclic N -Arylamines with Nitromethane and TMSCN Using the T-HYDRO/ t -BuOK System
dc.type Journal. Article
dspace.entity.type
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