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7424631 
Journal Article 
Electrochemical Functional-Group-Tolerant Shono-type Oxidation of Cyclic Carbamates Enabled by Aminoxyl Mediators 
Wang, F; Rafiee, M; Stahl, SS; , 
2018 
Yes 
Angewandte Chemie (International Edition)
ISSN: 1433-7851
EISSN: 1521-3773 
WILEY-V C H VERLAG GMBH 
WEINHEIM 
57 
22 
6686-6690 
English 
29659129 
WOS:000434041700052 
An electrochemical method has been developed for α-oxygenations of cyclic carbamates by using a bicyclic aminoxyl as a mediator and water as the nucleophile. The mediated electrochemical process enables substrate oxygenation to proceed at a potential that is approximately 1 V lower than the redox potential of the carbamate substrate. This feature allows for functional-group compatibility that is inaccessible with conventional Shono oxidations, which proceed by direct electrochemical substrate oxidation. This reaction also represents the first α-functionalization of non-activated cyclic carbamates with oxoammonium oxidants. 
aminoxyls; carbamate; electrolysis; hydride transfer; Shono oxidation; Electrolysis; Organic compounds; Oxygenation; Redox reactions; Aminoxyls; Carbamate; ELectrochemical methods; Electrochemical process; Functionalizations; Hydride transfers; Redox potentials; Substrate oxidation; Oxidation; carbamic acid derivative; nitrogen oxide; nitroxyl; chemical structure; chemistry; electrochemical analysis; oxidation reduction reaction; Carbamates; Electrochemical Techniques; Molecular Structure; Nitrogen Oxides; Oxidation-Reduction 
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