174414-40-5

Upstream product

• 126443-36-5 1-(4-chlorophenyl)-3-(4-nitrophenyl)prop-2-en-1-one 
• 555-16-8 4-nitrobenzaldehdye 
• 536-38-9 4-chlorobenzoylmethyl bromide 
• 67030-44-8 1-(p-Chlorophenyl)-2,3-dibromo-3-(4-nitrophenyl)propanone 
• 174414-24-5 (Z)-3-(2-Amino-5-nitro-phenylamino)-1-(4-chloro-phenyl)-3-(4-nitro-phenyl)-propenone 
• 99-56-9 4-Nitrophenylene-1,2-diamine 

Downstream Products

• 193486-31-6 1-(4-chlorophenyl)-2,2-dimethyl-3-(4-nitrophenyl)-propane-1,3-dione 

Relevant academic research and scientific papers

Nucleophilic acylation of α-haloketones with aldehydes: An umpolung strategy for the synthesis of 1,3-diketones

The first example of N-heterocyclic carbene (NHC)-promoted intermolecular acylation of α-haloketones with aldehydes and α,β-unsaturated aldehydes (enals) is reported. The protocol involves carbonyl umpolung reactivity of aldehydes and enals in which the carbonyl carbon attacks nucleophilically on electrophilic terminal of α-haloketones to afford 1,3-diketones and α,β-unsaturated 1,3-diketones, respectively. Short reaction time, ambient temperature, operational simplicity, and high yields are the salient features of the present procedure.

Clemmensen reduction. XII The synthesis and acidolysis of some diaryl-substituted cyclopropane-1,2-diols. The possible involvement of a cyclopropyl cation

The generation of a number of 1,2-diarylcyclopropane-1,2-diols is reported. Reaction of these in situ with acid gives, primarily, an α,β-unsaturated ketone in which the aryl substituent attached to the double bond is that which is best able to stabilize a benzylic cation. It is proposed that the reaction proceeds by O-protonation of the cyclopropane- 1,2-diol, followed by loss of water and opening of the resulting cyclopropyl cation and final deprotonation. Such initial O-protonation contrasts with the C-protonation normally observed in the acidolysis of cyclopropanols and other dialkyl- and alkylaryl-cyclopropane-1,2-diols.

Synthesis of Aromatic Derivatives of 1,5-Benzodiazepine in the Reaction of 4-Nitro-o-phenylenediamine with Chalcone Dibromides

The reaction of 4-nitro-o-phenylenediamine with 4-nitro-4'-R-chalcone dibromides affords the corresponding β-(2-amino-4-nitroanilino)chalcones; x-ray diffraction data indicate that these are the Z-isomers.Experiments have been performed to determine the conditions required for cyclization of these compounds into 2,4-diaryl-7(8)-nitro-1,5-benzodiazepines.In the solid phase or in ethanol solutions, these compounds exist primarily in the 3H tautomeric form; but in DMSO solutions, the 1H form predominates.