scholarly journals Reactions of 5-bromouracils as electron acceptors. Reductive debromination involving an initial electron transfer process.

1983 ◽  
Vol 31 (10) ◽  
pp. 3496-3502 ◽  
Author(s):  
MAGOICHI SAKO ◽  
KOSAKU HIROTA ◽  
YOSHIFUMI MAKI
Keyword(s):  
Electron Transfer ◽  
Transfer Process ◽  
Electron Acceptors ◽  
Electron Transfer Process ◽  
Initial Electron

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

Synthesis ◽  
2017 ◽  
Vol 50 (03) ◽  
pp. 617-624 ◽  
Author(s):  
Mariappan Periasamy ◽  
Gunda Rao
Keyword(s):  
Electron Transfer ◽  
Transfer Process ◽  
Electron Transfer Process ◽  
Oxidative Functionalization ◽  
Butyl Hydroperoxide ◽  
Tert Butyl ◽  
Initial Electron ◽  
Tert Butyl Hydroperoxide ◽  
Iminium Ion

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.

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