{"title":"Visible‐Light‐Induced Mpg‐C3N4 Catalyzed C(sp2)‐H Thiocyanation of Ketene Dithioacetals","authors":"Fumeng Yin, Shan Hu, Shuwei Zhu, Shifeng Xing, Hongjun Zhu","doi":"10.1002/ejoc.202401180","DOIUrl":null,"url":null,"abstract":"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.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"138 1","pages":""},"PeriodicalIF":2.5000,"publicationDate":"2024-12-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"European Journal of Organic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1002/ejoc.202401180","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
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.
期刊介绍:
The European Journal of Organic Chemistry (2019 ISI Impact Factor 2.889) publishes Full Papers, Communications, and Minireviews from the entire spectrum of synthetic organic, bioorganic and physical-organic chemistry. It is published on behalf of Chemistry Europe, an association of 16 European chemical societies.
The following journals have been merged to form two leading journals, the European Journal of Organic Chemistry and the European Journal of Inorganic Chemistry:
Liebigs Annalen
Bulletin des Sociétés Chimiques Belges
Bulletin de la Société Chimique de France
Gazzetta Chimica Italiana
Recueil des Travaux Chimiques des Pays-Bas
Anales de Química
Chimika Chronika
Revista Portuguesa de Química
ACH—Models in Chemistry
Polish Journal of Chemistry.