Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 361, Issue 15, Pages 3548-3553Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201900156
Keywords
thiocyanation; thiocyanogen; boronic acids; trifluoroborates; electrochemistry
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Funding
- Deutsche Forschungsgemeinschaft (DFG, German Research Foundation) under Germany's Excellence Strategy - EXC-2033 [390677874, GO 853/11-1]
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An operationally simple electrochemical method for the transition-metal-free ipso-thiocyanation of arylboronic acids and aryl trifluoroborates has been developed. The SCN electrophile is generated insitu by anodic oxidation of thiocyanate anions, which avoids formation of salt waste and prevents unwanted side reactions arising from chemical oxidants. The reaction proceeds regiospecifically, and the scope extends to non-activated aromatic systems.
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