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An Improved One-pot Procedure for the Synthesis of Alkynes from Aldehydes

Stephan Müller, Bernd Liepold, Gerald J. Roth*, Hans Jürgen Bestmann

*Institut für Organische Chemie der Universität Erlangen-Nürnberg, Henkestraße 42, D-91054 Erlangen, Germany, Email: gerald.rothbc.boehringer-ingelheim.com

S. Müller, B. Liepold, G. J. Roth, H. J. Bestmann, Synlett, 1996, 521-522.

DOI: 10.1055/s-1996-5474


Abstract

The transformation of aldehydes to terminal alkynes can be achieved with dimethyl-1-diazo-2-oxopropylphosphonate. This mild one-pot procedure allows the isolation of the products in good to excellent yields without requiring low temperatures or inert gas techniques and avoiding the use of strong bases.

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Further Improvements of the Synthesis of Alkynes from Aldehydes

G. J. Roth, B. Liepold, S. G. Müller, H. J. Bestmann, Synthesis, 2004, 59-62.


Key Words

aldehydes, alkynes, Seyferth-Gilbert Homologation, dimethyl-1-diazo-2-oxopropylphosphonate, Bestmann-Ohira Reagent


ID: J60-Y1996-660