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Continuous‐Flow Electrochemical Generator of Hypervalent Iodine Reagents: Synthetic Applications
Author(s) -
Elsherbini Mohamed,
Winterson Bethan,
Alharbi Haifa,
FolgueirasAmador Ana A.,
Génot Célina,
Wirth Thomas
Publication year - 2019
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201904379
Subject(s) - hypervalent molecule , reagent , iodine , electrochemistry , chemistry , trifluoromethylation , flow chemistry , combinatorial chemistry , generator (circuit theory) , organic chemistry , electrode , catalysis , physics , power (physics) , quantum mechanics , alkyl , trifluoromethyl
An efficient and reliable electrochemical generator of hypervalent iodine reagents has been developed. In the anodic oxidation of iodoarenes to hypervalent iodine reagents under flow conditions, the use of electricity replaces hazardous and costly chemical oxidants. Unstable hypervalent iodine reagents can be prepared easily and coupled with different substrates to achieve oxidative transformations in high yields. The unstable, electrochemically generated reagents can also easily be transformed into classic bench‐stable hypervalent iodine reagents through ligand exchange. The combination of electrochemical and flow‐chemistry advantages largely improves the ecological footprint of the overall process compared to conventional approaches.