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Synthesis 2006(16): 2707-2718
DOI: 10.1055/s-2006-942508
DOI: 10.1055/s-2006-942508
PAPER
© Georg Thieme Verlag Stuttgart · New York
3-(Polyhaloacyl)chromones and their Hetero Analogues: Synthesis and Reactions with Amines
Further Information
Received
20 April 2006
Publication Date:
19 July 2006 (online)
Publication History
Publication Date:
19 July 2006 (online)
Abstract
2-Hydroxy-2-(polyhaloalkyl)chroman-4-ones react with diethoxymethyl acetate at 140-150 °C for 15 minutes to give 3-(polyhaloacyl)chromones in good yields. The reactions of these compounds with amines proceeds at C-2 with pyrone ring-opening and formation of 2-(alkyl/arylaminomethylene)-2-hydroxy-2-(polyfluoroalkyl)chroman-4-ones.
Key words
chroman-4-ones - diethoxymethyl acetate - formylation - 3-(polyhaloacyl)chromones - amines
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