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Zirconium-Catalyzed Reaction of 1-Alkynyl Sulfides with Et3Al: A Novel Route to Trisubstituted 1-Alkenyl Sulfides

Rita N. Kadikova*, Ilfir R. Ramazanov, Alexey V. Vyatkin, Usein M. Dzhemilev

*Institute of Petrochemistry and Catalysis of Russian Academy of Sciences, 141 Prospekt Oktyabrya, Ufa 450075, Russian Federation, Email:

R. N. Kadikova, I. R. Ramazanov, A. V. Vyatkin, U. M. Dzehmilev, Synthesis, 2018, 50, 1773-1775.

DOI: 10.1055/s-0037-1610431

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The reaction of 1-alkynyl sulfides and alkynyl sulfoxides with Et3Al in the presence of Cp2ZrCl2 as catalyst provides trisubstituted 1-alkenyl sulfides in good yields with high regio- and stereoselectivity. Depending on the equivalents of Et3Al, 1-alkynyl sulfoxides can also be reduced to 1-alkynyl sulfides.

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Key Words

alkynyl sulfides, alkynyl sulfoxides, zirconocene catalysis, vinyl sulfides, cyclic carboalumination, alkylation

ID: J66-Y2018