Transition-Metal-Free Tandem Radical Thiocyanooxygenation of Olefinic Amides: A New Route to SCN-Containing Heterocycles

Transition-Metal-Free Tandem Radical Thiocyanooxygenation of Olefinic Amides: A New Route to SCN-Containing Heterocycles

A novel transition-metal-free tandem radical thiocyanooxygenation of olefinic amides with potassium thiocyanate has been developed under mild conditions. This method allows a reliable and practical access to diverse SCN-containing heterocycles bearing a wide range of functional groups in good to exc...

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Veröffentlicht in:Organic letters 2015-04, Vol.17 (8), p.1998-2001
Hauptverfasser: Yang, Hua, Duan, Xin-Hua, Zhao, Jing-Feng, Guo, Li-Na
Format: Artikel
Sprache:eng
Schlagworte:
Alkenes - chemistry
Amides - chemistry
Free Radicals - chemistry
Heterocyclic Compounds - chemical synthesis
Heterocyclic Compounds - chemistry
Molecular Structure
Oxygen - chemistry
Thiocyanates - chemistry
Transition Elements - chemistry
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Zusammenfassung:A novel transition-metal-free tandem radical thiocyanooxygenation of olefinic amides with potassium thiocyanate has been developed under mild conditions. This method allows a reliable and practical access to diverse SCN-containing heterocycles bearing a wide range of functional groups in good to excellent yields. Furthermore, this tandem reaction provides a simple method for the construction of C–O and C–S bonds in one step.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.5b00754