Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 58, Issue 25, Pages 8400-8404Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201901762
Keywords
amination; C-H azolation; electrochemistry; electrooxidation; nitrogen heterocycles
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Funding
- National Natural Science Foundation of China [21602078, 21877049]
- Fundamental Research Funds for the Central Universities [21617432]
- Innovation Projects of Universities in Guangdong Province [217KTSCX011]
- National Program for Support of Top-Notch Young Professionals [W02070191]
- Jinan University
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A general and practical protocol was developed for the regioselective C-H azolation of phenol and aniline derivatives by electrooxidative cross-coupling. The reaction occurs under metal-, oxidant-, and reagent-free conditions, allowing access to a wide variety of synthetically useful heteroarene derivatives. The reaction also tolerates a broad range of functional groups and is amenable to gram-scale synthesis. Finally, a preliminary mechanistic study indicated that a radical-radical-combination pathway might be involved in the coupling reaction.
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