Further Improvements of the Synthesis of Alkynes from Aldehydes

Abstract

A highly convenient way to perform the synthesis of alkynes from aldehydes is reported. The procedure utilizes a new in situ preparation of dimethyldiazomethylphosphonate. As a consequence a commercially available reagent can now be used, circumventing a disadvantage of earlier protocols. The easy one-pot procedure avoids the use of strong bases, low temperatures and inert gas techniques.

Key words

alkynes - phosphonates - rearrangements

References

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1

New address: Boehringer Ingelheim Pharma GmbH & Co. KG, Chemical Research, Birkendorfer Str. 65, 88397 Biberach/Riss, Germany.

2

New address: Abbott GmbH & Co. KG, Knollstr., 67061 Ludwigshafen, Germany.

24

Purification by column chromatography.