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S‑Acetylation of Thiols Mediated by Triflic Acid: A Novel Route to Thioesters

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journal contribution
posted on 12.03.2018, 00:00 by Krzysztof Kuciński, Grzegorz Hreczycho
This paper demonstrates an efficient, mild, and chemoselective synthesis of various thioesters via a HOTf-catalyzed S-acetylation of aromatic and aliphatic thiols using isopropenyl acetate as a cheap and convenient acetylating agent. During our tests, we also investigated the differences between the activities of metal triflates and triflic acid as catalysts in the acetylation of thiols. Finally, the potential of our concept has been increased by the implementation of Nafion as a heterogeneous catalyst for S-acetylation of thiols.