7421-77-4

Usage

Physical state

Yellow crystalline solid

Molecular weight

263.24 g/mol

Structure

Derivative of indene-1,3(2H)-dione with a nitrophenylmethylene group

Use

Starting material for synthesis of biologically active compounds in organic synthesis and pharmaceutical research

Potential applications

Development of new drugs or as a reagent in chemical reactions

Hazardous properties

Potential hazardous properties require careful handling and use.

Upstream product

• 606-23-5 1H-indene-1,3(2H)-dione 
• 2826-32-6 3-nitrobenzylidenemalononitrile 
• 99-61-6 3-nitro-benzaldehyde 

Downstream Products

• 248278-49-1 2-acetyl-1-(3-nitro-phenyl)-1,4-dihydro-2H-fluorene-3,9-dione 
• 850013-36-4 13-(3-nitrophenyl)-7,13-dihydro-12H-indeno[2,1-b][4,7]phenanthrolin-12-one 
• 1438626-00-6 C₃₅H₂₄N₂O₉ 

Relevant academic research and scientific papers

Highly diastereoselective spiro-cyclopropanation of 2-arylidene-1,3-indanediones and dimethylsulfonium ylides

A highly diastereoselective spiro-cyclopropanation reaction of 2-arylidene-1,3-indanediones and dimethylsulfonium ylides has been developedviabase-induced annulation. This efficient and simple protocol features simple operations, mild conditions and excellent functional group compatibility. A variety of structurally interesting spiro-cyclopropanes were prepared in excellent yields and diastereomeric ratios (up to 97% yield and 20?:?1 dr). Also, ring expansion of the cyclopropanation product to quickly deliver a complex indeno[1,2-c]pyridazine structure showcased an interesting application of this method.

Contemporary development in sequential Knoevenagel, Michael addition multicomponent reaction for the synthesis of 4-Aryl-5-oxo-5H-indeno[1,2-b]pyridine-3-carbonitrile

An uncatalyzed efficient synthesis of bioactive pyridine derivatives has been investigated for the first time by a three-component sequential multicomponent reaction tackled with aromatic aldehydes, malononitrile, and 1,3-indandione via Knoevenagel condensation followed by Michael addition. The difference between the domino multicomponent and sequential multicomponent reaction is emphasized by this methodology. The reaction proceeds at ambient temperature without frequently useful N-source like ammonium salt for the construction of N-heterocycles, which makes this protocol a novel synthetic route for the preparation of the indenopyridine skeleton.

Direct β-acylation of 2-arylidene-1,3-indandiones with acyl chlorides catalyzed by organophosphanes

We have developed an organophosphane-catalyzed direct β-acylation of a series of conjugated systems bearing ketone, amide and ester functionalities using acyl chlorides as trapping reagents. A wide variety of highly functional ketone derivatives were gene

Sulfamic acid-catalyzed, three-component, one-pot synthesis of [1,2,4]Triazolo/benzimidazolo quinazolinone derivatives

An efficient and convenient approach is reported for three-component, one-pot synthesis of the [1,2,4]triazolo/benzimidazolo quinazolinones by condensation of 2-amino benzimidazole or 3-amino-1,2,4-triazole as amine sources with dimedone and different ald

Use of Functionalised Ynamines in a Hetero-Diels-Alder Approach to Dihydronaphtholpyrans and Indenopyrans

Reaction of the ynamine ester methyl 3-(pyrrolidin-1-yl)prop-2-ynoate 5 with 2-(4-nitrobenzylidene)-1-tetralone 1 results in a very poor yield of the chromatographically labile 4-aryl-5,6-dihydro-4H-naphtholpyran 8 along with the α-pyrone 10.Increa

A convient route to polyfunctionalised indeno[1,2-b]pyran derivatives

2-Arylidene-1,3-indanediones undrgo facile formal hetero-Diels-Alder cycloadditions with ynamines bearing electron-withdrawing groups yielding polyfunctionalised indeno[1,2-b]pyrans.

Reaction of selenonium monoketoylides with 2-arylideneindanediones

The reaction of selenonium monoketoylide with 2-arylidene-1,3-indanediones was investigated.Dihydrofurans with various structures or 2-(α-phenacylarylidene)-1,3-indanediones are formed, depending on the nature of the arylidene group.

CYCLIZATION REACTIONS OF NITRILES. REACTION OF ARYLIDENEMALONONITRILES WITH 1,3-DICARBONYL COMPOUNDS

The reaction of 1,3-dicarbonyl compounds with arylidene derivatives of malononitrile and ethyl cyanoacetate leads to the formation of substituted 2-amino-4H-pyrans.In the case of 1,1,1-trifluoro-3-(2-thenoyl)acetone acid cleavage of the Michael adduct occurs, and this leads to 2-aryl-3-(2-thenoyl)-1,1-dicyanopropanes. 1,3-Indanedione reacts by exchange of the methylene components and gives the corresponding 2-arylidene-1,3-indanediones.