Journal
ACS CATALYSIS
Volume 8, Issue 2, Pages 1192-1196Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acscatal.7b04137
Keywords
electrochemical acceptorless dehydrogenation; mediators; organo-electrocatalyst; N-Heterocycles; application
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Funding
- 973 Program [2011CB808600, 2012CB725302, 2013CB834804]
- National Natural Science Foundation of China [21390400, 21272180, 21302148, 2109343, 21402217]
- Research Fund for the Doctoral Program of Higher Education of China [20120141130002]
- Ministry of Science and Technology of China [2012YQ120060]
- Program for Changjiang Scholars and Innovative Research Team in University [IRT1030]
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Catalytic acceptorless dehydrogenation (CAD) has been a basically important organic transformation to ubiquitous unsaturated compounds without the usage of a sacrificial hydrogen acceptor. In this work, we successfully developed the first electrochemical acceptorless dehydrogenation (ECAD) of N-heterocycles using TEMPO as the organo-electrocatalyst. We have achieved the catalytic dehydrogenation of N-heterocycles in an anode and the release of H-2 in a cathode using an undivided-cell system. A variety of six-membered and five-membered nitrogen-heteroarenes can be synthesized in good yields in this system. In addition, this protocol can also be used in the application of important molecular synthesis. Our electrochemical strategy provides a mild and metal-free route for (hetero)aromatic compounds synthesis via the CAD strategy.
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