Thioacetic acid, AcSH
Thioacetic acid can be used as a mild reducing agent for the deoxygenation of sulfoxides, reduction of azides and azobenzenes.
Recent Literature
The use of NH4HCO3 in ethanol as solvent enables an
efficient N-O bond cleavage of hydroxamic acids in the presence of thioacetic
acid to afford primary amides with
high functional group compatibility, while O-acylation occurs when NEt3
as base
and H2O as solvent were used. These facile transformations could be scaled up to
the gram level smoothly.
R. Wang, Y. Chen, B. Fei, J. Hu, J. Chen, Y. Luo, Y. Xia, Org. Lett., 2023, 25,
2964-2969.
Thioacetic acid mediates a mild catalyst- and metal-free hydrogenation of
azobenzenes to hydrazobenzenes in very good yields under visible light
irradiation. The method is compatible with a variety of substituents and
tolerates other unsaturated functionalities (carbonyl, alkenyl, alkynyl, etc.).
Preliminary mechanistic study indicated that the transformation could be a
radical process.
Q. Li, Y. Luo, J. Chen, Y. Xia, J. Org. Chem., 2023, 88,
2443-2452.
