Work

Synthesis of S‐Arylthioxanthonium Trifluoromethanesulfonates From Thioxanthones and Diaryliodonium Salts by Copper(II) Catalysis and Application to Aryl–Heteroaryl Bond Formation by Direct LED Irradiation

Year: 2026

Type: article

Abstract: A short and versatile route to S‐arylthioxanthonium trifluoromethanesulfonates via a Cu‐catalyzed reaction of diaryliodonium trifluoromethanesulfonates and commercially available thioxanthones is described. Variously substituted S‐arylthioxanthonium salts were prepared in only one step from diaryliodonium salts in moderate to good yields. Then, we show one of the first applications of an S‐arylthioxanthonium trifluoromethanesulfonate, as an efficient aryl radical precursor by simple and mild direct 365‐nm LED irradiation. In preliminary experiments, this aryl radical was successfully trapped with furan without any metallic photocatalyst, thereby enabling the first formation of a new aryl–heteroaryl bond from a sulfonium salt derived from thioxanthone.

Source: European Journal of Organic Chemistry

DOI: 10.1002/ejoc.70779

Authors: Pierre Boulay, Fabrice Morlet‐Savary, Jean‐Michel Becht

Institutions: Centre National de la Recherche Scientifique, Université de Haute-Alsace, Institut de Sciences des Matériaux de Mulhouse, Université de Strasbourg

Language: English

Topic: Sulfur-Based Synthesis Techniques

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,330

Funders: Université de Strasbourg, Centre National de la Recherche Scientifique