Evidence map›Paper›PMID 39844417›Full record

ArticleCombinatorial chemistry & high throughput screening2025

Ir-Catalyzed Intermolecular Arylthiocyanation of Alkenes.

Jie Xu, Jing Leng, Hao Huang, Yanan Li, Ying Qi Chen

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Article in Combinatorial chemistry & high throughput screening, 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.

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5 · Who and what money

Authors and funding

5 authors.

Jie XuSchool of Chemistry and Chemical Engineering, Yangzhou Polytechnic Institute, Yangzhou, 225127, P.R. China.
Jing LengSchool of Chemistry and Chemical Engineering, Yangzhou Polytechnic Institute, Yangzhou, 225127, P.R. China.
Hao HuangSchool of Chemistry and Chemical Engineering, Yangzhou Polytechnic Institute, Yangzhou, 225127, P.R. China.
Yanan LiSchool of Chemistry and Chemical Engineering, Yangzhou Polytechnic Institute, Yangzhou, 225127, P.R. China.
Ying Qi ChenSchool of Tourism Management, Jiangsu College of Tourism, Yangzhou 225000, P. R. China.

Funding

Natural Science Fund for Colleges and Universities in Jiangsu Province 21KJB150017
6 · The paper itself

Abstract

aimsOrganic thiocyanates are important pharmaceutical intermediates. This study aimed to develop a selective and efficient approach for synthesizing organic thiocyanates.

methodsUnder mild reaction conditions, an array of alkenes, KSCN, and diaryliodonium salts are considered good substrates, providing various aryl-substituted alkylthiocyanates with modest to excellent yield. Radical trapping and nucleophilic trapping experiments were carried out to explore the mechanistic pathways. The experiments indicated the involvement of free-radical and carbenium ion intermediate processes. Diaryliodonium salts were used as the radical arylating reagent, and KSCN was the electrophilic cyanating reagent. Under irradiation, the excited photocatalyst reduced aryldiazonium salt to aryl radical. Then, the radical was added to olefin to generate a new radical. Finally, the generated radical was further oxidized and arrested by SCN anion.

conclusionThis coupling reaction provides a straightforward and practical route to construct various aryl-substituted alkylthiocyanates.

Indexed as

AlkenesIridiumThiocyanatesCatalysisMolecular StructureAlkenesIridiumThiocyanatesaryl-substituted alkylthiocyanatescarbenium iondiaryliodonium saltsfree-radicalirradiation.Organic thiocyanates

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Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.