Visible‐Light‐Induced Mpg‐C3N4 Catalyzed C(sp2)−H Thiocyanation of Ketene Dithioacetals

Using mesoporous graphite carbon nitride (mpg‐C3N4) as metal‐free heterogeneous catalyst, the thiocyanation of ketene dithioacetals was achieved under visible light irradiation with oxygen as green oxidant and without any other additives. The present protocol has excellent functional group tolerance...

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Veröffentlicht in:European journal of organic chemistry 2025-01, Vol.28 (4), p.n/a
Hauptverfasser: Yin, Fumeng, Hu, Shan, Zhu, Shuwei, Xing, Shifeng, Zhu, Hongjun
Format: Artikel
Sprache:eng
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Zusammenfassung:Using mesoporous graphite carbon nitride (mpg‐C3N4) as metal‐free heterogeneous catalyst, the thiocyanation of ketene dithioacetals was achieved under visible light irradiation with oxygen as green oxidant and without any other additives. The present protocol has excellent functional group tolerance and the desired tetrasubstituted alkenyl thiocyanides were obtained in moderate to good yields. Moreover, the recyclable mpg‐C3N4 catalyst could be used at least 6 times without significant loss of activities. A series of mechanistic validation experiments indicated that the reaction involves a radical process. Using mesoporous graphitic carbon nitride (mpg‐C3N4) as a metal‐free heterogeneous photocatalyst was developed for thiocyanation of alkenes under visible light irradiation with oxygen as green oxidant and without any other additives. The present protocol has excellent functional group tolerance and the desired tetrasubstituted alkenyl thiocyanides were obtained in moderate to good yields. Moreover, the recyclable mpg‐C3N4 catalyst could be used at least 6 times without significant loss of activities.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.202401180