26454-80-8

Usage

Type of compound

Malononitrile derivative

Substituents

4-methylphenyl group, 2-oxoethyl group

Reactivity

Reactive towards a variety of functional group transformations

Applications

Organic synthesis, medicinal chemistry, pharmaceuticals, agrochemicals, and research and development of new chemical entities.

InChI:InChI=1/C12H10N2O/c1-9-2-4-11(5-3-9)12(15)6-10(7-13)8-14/h2-5,10H,6H2,1H3

Upstream product

• 619-41-0 4-(bromoacetyl)toluene 
• 109-77-3 malononitrile 

Downstream Products

• 144294-75-7 bis<5-(p-tolyl)-3-cyano-2-pyrrolyl> disulfide 
• 132171-95-0 2-Amino-5-p-tolyl-4,5-dihydro-3-cyanofuran 
• 26454-84-2 2-amino-5-(p-tolyl)furan-3-carbonitrile 
• 1202936-01-3 2-[2-dimethylamino-1-(4-methylbenzoyl)-vinyl]-malononitrile 
• 1240949-39-6 5-(4-methylphenyl)-1H-pyrrole-3-carbonitrile 
• 1297245-82-9 2-phenyl-5-(4-tolyl)-2,3-dihydropyridazino[4,5-d]pyridazine-1,8-diamine 
• 1297245-80-7 5-(4-tolyl)-2,3-dihydropyridazino[4,5-d]pyridazine-1,8-diamine 
• 1297245-78-3 3-amino-5-(4-methylbenzoyl)-2-phenyl-1,2-dihydropyridazine-4-carbonitrile 
• 1297245-76-1 3-amino-5-(4-methylbenzoyl)-1,2-dihydropyridazine-4-carbonitrile 
• 1297245-85-2 4-(4-tolyl)-pyridazino[4,5-d]pyridazine-1,8-diamine 
• 1297245-83-0 3-amino-5-(4-methylbenzoyl)-pyridazine-4-carbonitrile 
• 744255-25-2 6-p-tolyl-furo[2,3-d]pyrimidin-4-ylamine 

Relevant academic research and scientific papers

A facile synthesis of 1,6-diketones via a three-component Michael addition reaction

A convenient one-pot synthesis of 1,6-diketones has been accomplished by a three-component Michael addition reaction of α-bromoketone, malononitrile and α,β-unsaturated keto compounds.

Copper-Catalyzed Tandem Dehydrocyanation and [3+2] Cyclo-addition Reactions of Phenacylmalononitriles: Regioselective Synthesis of Functionalized 4-Benzoyl-5-cyanopyrazoles under Mild Conditions

A novel copper-catalyzed [3+2] cycloaddition reaction with concomitant in situ generation of benzoylacrylonitriles and nitrile imines from phenacylmalononitriles and hydrazonoyl chlorides, respectively, is reported. The reaction was performed using copper(I) chloride as catalyst and N-methylimidazole as a clean complexing agent/weak base to afford the functionalized 4-benzoyl-5-cyanopyrazoles in moderate to good yields and excellent regioselectivity under ambient conditions. This method provides rapid access to a wide range of highly functionalized 4-benzoyl-5-cyanopyrazoles.

Visible-light-accelerated pd-catalyzed cascade addition/ cyclization of arylboronic acids to γ- And β-ketodinitriles for the construction of 3-cyanopyridines and 3-cyanopyrrole analogues

The one-pot synthetic strategies for 2,4,6-triarylnicotinonitriles and 2,5-diaryl-1H-pyrrole-3-carbonitriles have been accomplished via a Pd-catalyzed coupling of arylboronic acid with 2-(3-oxo-1,3-diarylpropyl)malononitrile and 2-(2-oxo-2- arylethyl)malo

One-Step, Effective, and Cascade Syntheses of Highly Functionalized Cyclopentenes with High Diastereoselectivity

Tetrabutylammonium fluoride works as an effective organocatalyst for the cycloaddition between phenacylmalononitriles and electron-deficient olefins (having substituent groups of NO2, CHO, and COR), providing a facile synthetic route to versatile multifunctionalized cyclopentenes having an allylic quaternary carbon center bearing both cyano and carboxamide groups with high yields and high diastereoselectivity. Preliminary studies reveal that these functionalized cyclopentenes are convenient precursors for making α-cyano-functionalized cyclopentadienone oximes.

4-Acylamino-6-arylfuro[2,3-d]pyrimidines: Potent and selective glycogen synthase kinase-3 inhibitors

Modeling studies of a furo[2,3-d]pyrimidine GSK-3 hit compound 1 superimposed onto the X-ray crystal structure of a legacy pyrazolo[3,4-c] pyridazine GSK-3 inhibitor 2 led to the identification of 4-acylamino-6- arylfuro[2,3-d]pyrimidine template 3. Synth