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: rjkt1york.ac.uk
E. Quesada, R. J. K. Taylor, Tetrahedron Lett., 2005, 46, 6473-6476.
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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Manganese Dioxide, Bestmann-Ohira Reagent, Seyferth-Gilbert Homologation, terminal alkynes