op7b00378_si_001.pdf (3.51 MB)
S‑Acetylation of Thiols Mediated by Triflic Acid: A Novel Route to Thioesters
journal contribution
posted on 2018-03-12, 00:00 authored by Krzysztof Kuciński, Grzegorz HreczychoThis
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.