Thiophen and 2-ethylthiophen are hydrogenated to the corresponding 2,5-dihydrothiophens with Zn and CF3CO2H via a mechanism involving the protonation of the thiophen ring to the respective thiophenium ion, followed by the transfer of two electrons from Zn and the second proton from the acid.
Y. Lyakhovetsky, M. Kalinkin, Z. Parnes, F. Latypova and D. Kursanov, J. Chem. Soc., Chem. Commun., 1980, 766 DOI: 10.1039/C39800000766
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