Transformation of 3-(Furan-2-yl)-1,3-di(het)arylpropan-1-ones to Prop-2-en-1-ones via Oxidative Furan Dearomatization/2-Ene-1,4,7-triones Cyclization

The approach to 3-(furan-2-yl)-1,3-di(het)arylprop-2-en-1-ones based on the oxidative dearomatization of 3-(furan-2-yl)-1,3-di(het)arylpropan-1-ones followed by an unusual cyclization of the formed di(het)aryl-substituted 2-ene-1,4,7-triones has been developed. The cyclization step is related to the...

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Bibliographic Details
Published in:Molecules (Basel, Switzerland) Switzerland), 2021-04, Vol.26 (9), p.2637
Main Authors: Shcherbakov, Roman O, Eshmemet'eva, Diana A, Merkushev, Anton A, Trushkov, Igor V, Uchuskin, Maxim G
Format: Article
Language:English
Subjects:
2-ene-1,4,7-trione
Chromatography
Communication
cyclization
furan
Oxidation
Paal-Knorr reaction
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Summary:The approach to 3-(furan-2-yl)-1,3-di(het)arylprop-2-en-1-ones based on the oxidative dearomatization of 3-(furan-2-yl)-1,3-di(het)arylpropan-1-ones followed by an unusual cyclization of the formed di(het)aryl-substituted 2-ene-1,4,7-triones has been developed. The cyclization step is related to the Paal-Knorr synthesis, but the furan ring formation is accompanied in this case by a formal shift of the double bond through the formation of a fully conjugated 4,7-hydroxy-2,4,6-trien-1-one system or its surrogate.
ISSN:1420-3049
1420-3049
DOI:10.3390/molecules26092637