Metal‐Free Oxidation of Primary Amines to Nitriles through Coupled Catalytic Cycles |
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| Authors: | Kyle M Lambert Prof?Dr James M Bobbitt Sherif A Eldirany Liam E Kissane Rose K Sheridan Zachary D Stempel Francis H Sternberg Prof?Dr William F Bailey |
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| Institution: | Department of Chemistry, University of Connecticut, Storrs, CT, USA |
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| Abstract: | Synergism among several intertwined catalytic cycles allows for selective, room temperature oxidation of primary amines to the corresponding nitriles in 85–98 % isolated yield. This metal‐free, scalable, operationally simple method employs a catalytic quantity of 4‐acetamido‐TEMPO (ACT; TEMPO=2,2,6,6‐tetramethylpiperidine N‐oxide) radical and the inexpensive, environmentally benign triple salt oxone as the terminal oxidant under mild conditions. Simple filtration of the reaction mixture through silica gel affords pure nitrile products. |
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| Keywords: | amines catalysis nitriles organic chemistry synthetic methods |
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