Journal
ACS CATALYSIS
Volume 7, Issue 12, Pages 8320-8323Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acscatal.7b03551
Keywords
electro-oxidative; C(sp3)-H amination; C(sp3)-H/N-H cross-coupling; dehydrogenation; external oxidant free; azoles
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Funding
- National Natural Science Foundation of China [21390400, 21520102003, 21272180, 21302148]
- Hubei Province Natural Science Foundation of China [2013CFA081]
- Research Fund for the Doctoral Program of Higher Education of China [20120141130002]
- Ministry of Science and Technology of China [2012YQ120060]
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A method for electrooxidative C(sp3)-H amination via intermolecular oxidative C(sp3)-H/N-H cross-coupling has been developed under metal- and oxidant-free conditions. The C(sp3)-H bonds adjacent to oxygen, nitrogen, and sulfur atoms could all react smoothly with various amines to give the corresponding products with moderate to good yields (30-93%). In addition, the C(sp3)-H bonds of benzylic and allylic are also tolerated in this reaction. A preliminary mechanistic study indicates that the C-H cleavage of tetrahydrofuran is probably not involved in the rate-determining step.
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