Iron-Catalyzed Thioarylation of Arenes Using Saccharin-Derived Reagents.

Lachlan J N Waddell, Oluwajuwon A M Okunade, Amy C Dodds, Michael C H Lok, R Nisha Khanizeman, Andrew Sutherland

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Article in The Journal of organic chemistry, 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 1 paper.

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1citing papers in PubMed

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1 citing paper in PubMed.

Accelerated Thioarylation of Arenes Using Lewis Acid and Lewis Base Dual Catalysis.The Journal of organic chemistry · 2026
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Authors and funding

6 authors.

Lachlan J N WaddellSchool of Chemistry, University of Glasgow, The Joseph Black Building, Glasgow G12 8QQ, U.K.

Oluwajuwon A M OkunadeSchool of Chemistry, University of Glasgow, The Joseph Black Building, Glasgow G12 8QQ, U.K.ORCID 0009-0003-6821-3360

Amy C DoddsSchool of Chemistry, University of Glasgow, The Joseph Black Building, Glasgow G12 8QQ, U.K.

Michael C H LokSchool of Chemistry, University of Glasgow, The Joseph Black Building, Glasgow G12 8QQ, U.K.

R Nisha KhanizemanGSK Medicines Research Centre, Gunnels Wood Road, Stevenage SG1 2NY, U.K.

Andrew SutherlandSchool of Chemistry, University of Glasgow, The Joseph Black Building, Glasgow G12 8QQ, U.K.ORCID 0000-0001-7907-5766

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

Biaryl sulfides are important scaffolds found in various natural products and pharmaceutically active compounds. One of the main approaches for the synthesis of this compound class involves the substitution of arenes using electrophilic thioaryl species. However, these methods generally require acidic activation of the electrophile, more forcing conditions, and long reaction times. Here, we describe the combination of the super Lewis acid iron(III) triflimide with saccharin-based thioarylation reagents for the rapid synthesis of unsymmetrical biaryl sulfides under mild conditions. This approach was effective with electron-deficient thioaryl species that performed poorly with previous methods, allowing the efficient functionalization of bioactive compounds.

Identifiers

PMID40241280

DOI10.1021/acs.joc.5c00250

PMCPMC12038848

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