Free radical-mediated vinyl amination: a mild, general pyrrolidinyl enamine synthesis |
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| Authors: | Benjamin M NugentAmie L Williams EN PrabhakaranJeffrey N Johnston |
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| Institution: | Department of Chemistry, Indiana University, Bloomington, IN 47405-7102, USA |
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| Abstract: | 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. |
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| Keywords: | vinyl amination free radicals enamines alkyne aminostannation β-stannyl enamine |
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