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.
see article for more examples
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