Synthesis of Trisubstituted-4H-Pyrans via Unexpected Cycloaddition of Aldehydes with Acetylenic Ketones Mediated by DMAP and 2,4- Pentanedione

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A cycloaddition of aldehydes and acetylenic ketones mediated by 4-dimethylaminopyridine and 2,4- pentanedione is reported. The method supplies a facile way to synthesize 3,4,5-trisubstituted-4H-pyrans in moderate to good yields under mild conditions.

Keywords: 2,4-pentanedione; 4H-pyran; Cycloaddition; DMAP; acetylenic ketones; aldehydes

Document Type: Research Article


Publication date: October 1, 2009

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  • Letters in Organic Chemistry publishes original letters on all areas of organic chemistry including synthesis, bioorganic, medicinal, natural products, organometallic, supramolecular, molecular recognition and physical organic chemistry. The emphasis is placed on publishing quality papers very rapidly. Letters are processed rapidly and take full advantage of the Internet technology both for the submission and the review of the manuscripts.
    The journal is essential reading for all organic chemists both in academia and industry.
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