Photoinduced Formation of Cubyl Aryl Thioethers and Synthesis of Monocubyl Analogue of Dapsone

1,4-Disubstituted cubyl aryl thioethers were generated from the corresponding iodocubanes and aryl thiolates upon UV irradiation in dimethyl sulfoxide at room temperature. This simple procedure was found to be compatible with a variety of substituted aryl thiolates. This finding paved the way to a synthesis of the monocubyl analogue of dapsone, a key molecule in the treatment of leprosy, also known as Hansen’s disease, and of acne.

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Chimie organique

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Soumis le : jeudi 16 mai 2024-11:27:35

Dernière modification le : vendredi 17 mai 2024-03:23:07

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hal-04577483 , version 1 (16-05-2024)

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HAL Id : hal-04577483 , version 1
DOI : 10.1021/acs.orglett.3c03372

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Laly Donnier-Valentin, Seydou Kassamba, Julien Legros, Catherine Fressigné, Daniela Vuluga, et al.. Photoinduced Formation of Cubyl Aryl Thioethers and Synthesis of Monocubyl Analogue of Dapsone. Organic Letters, 2023, 25 (48), pp.8580-8584. ⟨10.1021/acs.orglett.3c03372⟩. ⟨hal-04577483⟩

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