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Synthesis of propargylic sulfides

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A general and efficient FeCl3-catalyzed substitution reaction of propargylic alcohols with carbon- and heteroatom-centered nucleophiles such as allyl trimethylsilane, alcohols, aromatic compounds, thiols, and amides, forms new C-C, C-O, C-S and C-N bonds.
Z.-P. Zhan, J.-L. Yu, Y.-Y. Cui, R.-F. Yang, W.-Z. Yang, J.-P. Li, J. Org. Chem., 2006, 71, 8298-8301.


A ruthenium-catalyzed S-propargylation of thiols by propargylic carbonates under neutral conditions, in which specific requirements inherent to the different reactivities of aliphatic and aromatic thiols was achieved by tuning both the nature of the ligands and the experimental conditions.
T. Kondo, Y. Kanda, A. Baba, K. Fukuda, A. Nakamura, K. Wada, Y. Morisaki, T.-A. Mitsudo, J. Am. Chem. Soc., 2002, 124, 12960-12961.


T. Kondo, Y. Kanda, A. Baba, K. Fukuda, A. Nakamura, K. Wada, Y. Morisaki, T.-A. Mitsudo, J. Am. Chem. Soc., 2002, 124, 12960-12961.