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Synthesis of Substituted Thiophenes by Palladium-Catalyzed Heterocyclodehydration of 1-Mercapto-3-yn-2-ols in Conventional and Nonconventional Solvents

Bartolo Gabriele*, Raffaella Mancuso, Lucia Veltri, Vito Maltese and Giuseppe Salerno

*Dipartimento di Chimica, UniversitÓ della Calabria, 87036 Arcavacata di Rende (CS), Italy, Email:

B. Gabriele, R. Mancuso, L. Veltri, V. Maltese, G. Salerno, J. Org. Chem., 2012, 77, 9905-9909.

DOI: 10.1021/jo301943k


Various readily available 1-mercapto-3-yn-2-ols 5 were conveniently converted into the corresponding thiophenes in good to high yields in MeOH as solvent in the presence of PdI2 as catalyst and KI as additive. The use of BmimBF4 as solvent enables the recycling of the catalyst.

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ID: J42-Y2012-3580