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