Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2017, Issue 45, Pages 6652-6659Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201701245
Keywords
Photoredox catalysis; Photochemistry; Ruthenium; Cleavage reactions; Oxygenation; Radicals
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Funding
- National Natural Science Foundation of China [21602187, 21502161]
- Collaborative Innovation Center of New Chemical Technologies for Environmental Benignity and Efficient Resource Utilization
- Scientific Research Fund of Hunan Provincial Education Department [16B251]
- China Postdoctoral Science Foundation [2015M580691]
- Hunan Provincial Natural Science Foundation of China [2017JJ3299]
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Photoredox catalysis with Ru(bpy)(3)(2+) (2,2-bipyridine) has been used to enable the activation of oxygen in the aerobic C-C cleavage/oxygenation reaction of indoles. A number of indole substrates that contain various functional groups were successfully employed in the reaction to give a wide range of ortho-aminobenzaldehyde derivatives. These products can then be used as versatile building blocks for further synthetic modifications. Mechanistic studies suggest that the reaction proceeds through a radical pathway.
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