484027-19-2Relevant academic research and scientific papers
Free radical-mediated vinyl amination: Access to N,N-dialkyl enamines and their β-stannyl and β-thio derivatives
Prabhakaran, Erode N.,Nugent, Benjamin M.,Williams, Amie L.,Nailor, Kristen E.,Johnston, Jeffrey N.
, p. 4197 - 4200 (2002)
(Equation presented) The first examples of free radical-mediated vinyl amination are described by nonconventional vinyl radical addition to azomethine nitrogen. This new vinyl amination protocol is mild and provides convenient synthetic access to nonstabi
Free radical-mediated vinyl amination: A mild, general pyrrolidinyl enamine synthesis
Nugent, Benjamin M.,Williams, Amie L.,Prabhakaran,Johnston, Jeffrey N.
, p. 8877 - 8888 (2007/10/03)
The complete scope of free radical-mediated vinyl amination is described, using 5-exo-trig cyclizations of vinyl radicals to the nitrogen of azomethines. The focus is primarily on N,N-dialkyl enamines since their nucleophilicity renders them the most challenging enamines to synthesize using redox conditions. These studies establish several encouraging precedents for the broader application of this strategy.
