Deacetylative cyanation: a cyanide-free route to thiocyanates and cyanamides

Deacetylative cyanation: a cyanide-free route to thiocyanates and cyanamides

The use of -hydroxy-2-oxopropanimidoyl chloride as a latent cyanide transfer agent is reported. This easy-to-handle, scalable, and operationally simple agent can be installed on common nucleophiles, including thiols and secondary amines, affording synthetically useful thiocyanates and cyanamides. Th...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2024-11, Vol.60 (92), p.13542-13545
Hauptverfasser: Kim, Si Yeon, Lim, Hee Nam
Format: Artikel
Sprache:eng
Schlagworte:
Amines
Cyanamides
Cyanogen
Halides
Nucleophiles
Thiocyanates
Thiols
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Zusammenfassung:The use of -hydroxy-2-oxopropanimidoyl chloride as a latent cyanide transfer agent is reported. This easy-to-handle, scalable, and operationally simple agent can be installed on common nucleophiles, including thiols and secondary amines, affording synthetically useful thiocyanates and cyanamides. This method complements conventional approaches that use poisonous and volatile cyanogen halides.
ISSN:1359-7345
1364-548X
1364-548X
DOI:10.1039/d4cc04539d