Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 53, Issue 34, Pages 8824-8838Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201403110
Keywords
aerobic oxidation; alcohols; amines; copper; nitroxyl radicals
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Funding
- Camille and Henry Dreyfus Foundation (Environmental Chemistry Postdoctoral Fellowship)
- National Institutes of Health [RC1-GM091161, NIGMS T32 GM008505]
- American Chemical Society Green Chemistry Institute-Pharmaceutical Roundtable
- Eli Lilly
- Pfizer
- Merck
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Oxidations of alcohols and amines are common reactions in the synthesis of organic molecules in the laboratory and industry. Aerobic oxidation methods have long been sought for these transformations, but few practical methods exist that offer advantages over traditional oxidation methods. Recently developed homogeneous Cu/TEMPO (TEMPO= 2,2,6,6-tetramethylpiperidinyl-N-oxyl) and related catalyst systems appear to fill this void. The reactions exhibit high levels of chemoselectivity and broad functional-group tolerance, and they often operate efficiently at room temperature with ambient air as the oxidant. These advances, together with their historical context and recent applications, are highlighted in this Minireview.
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