Electrochemical C3-Thiocyanation of Quinolines
Ziyun Wang , Runzhao Shi , Jialing Zhang , Lin-Bao Zhang , Lirong Wen , Weisi Guo
Chinese Journal of Chemistry ›› 2025, Vol. 43 ›› Issue (17) : 2213 -2218.
Electrochemical C3-Thiocyanation of Quinolines
The site-selective C–H thiocyanation of quinoline has potential application value but remains undeveloped. We report herein an electrochemical C3-thiocyanation of quinoline derivatives under external oxidant-free conditions. The key to success for this reaction is the in situ formation of activated silylquinolinium salts. This method exhibits mild reaction conditions, broad substrate scope, and excellent site-selectivity. The practicality of this protocol is further demonstrated by a scale-up reaction, follow-up transformations, and late-stage thiocyanation of quinoline-based bioactive molecules.
Electrochemical synthesis / Thiocyanation / Quinoline / C–H functionalization / Green chemistry
2025 SIOC, CAS, Shanghai, & WILEY-VCH GmbH
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