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One-pot conversion of activated alcohols into terminal alkynes using manganese dioxide in combination with the Bestmann-Ohira reagent

Ernesto Quesada and Richard J. K. Taylor

*Department of Chemistry, University of York, Heslington, York YO10 5DD, UK, Email:

E. Quesada, R. J. K. Taylor, Tetrahedron Lett., 2005, 46, 6473-6476.

DOI: 10.1016/j.tetlet.2005.07.103


A direct conversion of activated primary alcohols into terminal alkynes through a sequential one-pot, two-step process involving oxidation with manganese dioxide and then treatment with the Bestmann-Ohira reagent proceeds efficiently under mild reaction conditions with a range of benzylic, heterocyclic and propargylic alcohols.

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Key Words

Manganese Dioxide, Bestmann-Ohira Reagent, Seyferth-Gilbert Homologation, terminal alkynes

ID: J72-Y2005-3220