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 thiopheniumion, followed by the transfer of two electrons from Zn and the second proton from the acid.
噻吩和2-乙基噻吩通过涉及将噻吩环质子化为相应的噻吩离子的机理,随后通过Zn和CF 3 CO 2 H的质子化作用,与Zn和CF 3 CO 2 H氢化为相应的2,5-二氢噻吩。来自酸的第二个质子。
Reduction of thiophenes in the presence of sulfuric acid and zinc
作者:F. M. Latypova、M. A. Parfenova、N. K. Lyapina
DOI:10.1007/s10593-011-0877-y
日期:2011.12
Alkyl-substituted thiophenes are hydrogenated by the Zn-H2SO4 system to the corresponding 2,5-dihydrothiophenes and thiophanes. In the case of 2-formyl-and 2-acetylthiophene it was established that in substituted thiophenes simultaneous reduction of the substituent to an alkyl group occurs in addition to hydrogenation of the aromatic ring. The optimum conditions for hydrogenation were selected experimentally.
Lyakhovetskii, Yu. I.; Latypova, F. M.; Lyapina, N. K., Journal of Organic Chemistry USSR (English Translation), 1992, vol. 28, # 6.2, p. 1001 - 1010
作者:Lyakhovetskii, Yu. I.、Latypova, F. M.、Lyapina, N. K.、Parnes, Z. N.
DOI:——
日期:——
Hydrogenation of substituted thiophenes by the Zn-H2SO4 system
作者:F. M. Latypova、Yu. I. Lyakhovetskii、N. K. Lyapina、Z. N. Parnes
DOI:10.1007/bf00956123
日期:1985.6
Hydrogenation of alkylthiophenes by the Zn-TsOH-H2O/AlHal3 system
作者:F. M. Latypova、Yu. I. Lyakhovetskii、N. K. Lyapina、Z. N. Farnes