Home Chemistry Organic Building Blocks Alkenyls 3-Methylene-2,3-Dihydro-1H-Inden-1-One
Michael Addition: The α,β-unsaturated carbonyl group (the carbonyl group adjacent to the double bond) can undergo a Michael addition reaction with nucleophiles such as amines, thiols, or other carbon nucleophiles. This can lead to the formation of a new C-C or C-X bond at the β-carbon.
Aldol Condensation: If another carbonyl compound is present, an aldol condensation reaction might occur. The enone functionality in this compound can react with another carbonyl compound to form a β-hydroxyketone, followed by dehydration to form an α,β-unsaturated carbonyl compound.
Reduction: The carbonyl group can be reduced to the corresponding alcohol using reducing agents like sodium borohydride (NaBH4) or lithium aluminum hydride (LiAlH4).
Nucleophilic Substitution: If a suitable leaving group is introduced (e.g., by modifying the compound), nucleophilic substitution reactions at the carbon atom adjacent to the carbonyl group can occur.
Cycloadditions: Depending on the reagents and conditions, this compound can undergo various cycloaddition reactions, such as Diels-Alder reactions, which are common in compounds with conjugated double bonds.
Isomerization: The compound might undergo isomerization reactions, especially at the double bond or the carbonyl group.
Acid-Catalyzed Reactions: Acid-catalyzed reactions such as the Friedel-Crafts acylation might be possible if the conditions are suitable.
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2-(3-Oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile
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2-(5,6-Difluoro-3-oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile
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2-(5,6-Dichloro-3-oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile
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2-(5,6-Dibromo-3-oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile
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2-(6-Bromo-3-oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile
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