Aziridinyl ketones and their cyclic anils. 8. 1,2-Diaryl-1,1a-dihydroazirino[1,2-a]quinoxalines from substitute o-phenylenediamines and chalcone dibromides

Orlov, V. D.; Vorob'eva, N. P.; Demenkova, N. N.; Chesnovskii, V. S.; Yaremenko, F. G.

doi:10.1007/bf00475321

Cited by 4 publications

(3 citation statements)

References 5 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…1 It was demonstrated that crystals of these compounds form deeply coloured and stable materials under UV radiation. 2 This property allows for considering bicyclic aziridines as perspective compounds for the development of photosensitive materials acting in the solid state. Therefore, knowledge of crystal structure organization is very important for understanding the properties of these substances.…”

Section: Introductionmentioning

confidence: 99%

Layered crystal structure of bicyclic aziridines as revealed by analysis of intermolecular interactions energy

et al. 2010

View full text Add to dashboard Cite

An X-ray diffraction study of three bicyclic aziridines (2,2-dimethyl-4,6-diaryl-1,3-diazabicyclo-[3.1.0]hex-3-enes) reveals the absence of strong specific intermolecular interactions in the crystals. Therefore, crystal packing has been analyzed on the basis of quantum-chemical calculations of energy of intermolecular interactions between basic molecules located in the asymmetric part of the unit cell and molecules belonging to its first coordination sphere in the crystal. The analysis of the energy of intermolecular interactions indicates that the crystal structures of bicyclic aziridines are layered. The total energy of the interactions between the basic molecule and other molecules belonging to the layer is significantly higher as compared to the energy of the interactions with molecules of two neighbouring layers.

show abstract

Section: Introductionmentioning

confidence: 99%

Layered crystal structure of bicyclic aziridines as revealed by analysis of intermolecular interactions energy

et al. 2010

View full text Add to dashboard Cite

show abstract

“…Orlov and his co-workers synthesized a series of 1,2-diaryl-1,1a-dihydroazirino[1,2-a]quinoxalines 20 by refluxing 4-substituted o-phenlenediamine 19 with α,β-chalcone dibromides in methanol in presence of triethylamine (Scheme 10). [37] The compound 20 undergoes isomerisation to quinoxalines 21 in presence of acid.…”

Section: Fused Aziridinesmentioning

confidence: 99%

Synthetic Utilization of α,β‐Chalcone Dibromide In Heterocyclic Chemistry and Stereoselective Debromination

Kamal

Kumar

et al. 2019

ChemistrySelect

View full text Add to dashboard Cite

This review article epitomize the different synthetic approaches to synthesize α,β‐chalcone dibromide and their application in developing chemically and biologically relevant heterocyclic compounds. The transformation of α,β‐chalcone dibromide into aziridines, pyrazolines, pyrazoles, isoxazoles, pyridine, pyrimidine, flavanoids, diazepines and other heterocyclic compounds has been described briefly in different categories to highlight the importance of these α,β‐chalcone dibromide as key intermediate in organic chemistry. Stereoselective debromination of α,β‐chalcone dibromides with various metal‐containing reducing agents, metal‐metal salt system, ionic liquid, solvents and photoredox catalyst to their corresponding chalcones is also described.

show abstract

“…4,5,8 The signal at lower field was unambiguously assigned to the proton at position 4 due to the electron withdrawing effect of the C=N fragment. 4,5,8 The signal at lower field was unambiguously assigned to the proton at position 4 due to the electron withdrawing effect of the C=N fragment.…”

mentioning

confidence: 98%

Synthesis and study of new 2-aryl-1-(4-nitrophenyl)-1,1a-dihydroazireno[1,2-a]quinoxaline derivatives

et al. 2006

Self Cite

View full text Add to dashboard Cite

New derivatives of photochromic 2 aryl 1 (4 nitrophenyl) 1,1a dihydroazire no[1,2 a]quinoxalines were synthesized by condensation of 4 methyl and 4,5 dimethyl 1,2 phenylenediamine with 1,3 diaryl 2,3 dibromopropan 1 ones. The reactions of 4 methyl 1,2 phenylenediamine produce mixtures of regioisomers. The chemical properties of the reac tion products were studied. The structure of one of the latter was established by X ray dif fraction.Key words: 1,3 diaryl 2,3 dibromopropan 1 ones, 1,2 diaryl 1,1a dihydroazire no[1,2 a]quinoxalines, 2 arylquinoxalines, 4 aryl 1,2 bis(4 nitrophenyl) 1,2 dihydro 3aH oxazolo[3,2 a]quinoxalines, X ray diffraction study.

show abstract

Aziridinyl ketones and their cyclic anils. 8. 1,2-Diaryl-1,1a-dihydroazirino[1,2-a]quinoxalines from substitute o-phenylenediamines and chalcone dibromides

Cited by 4 publications

References 5 publications

Layered crystal structure of bicyclic aziridines as revealed by analysis of intermolecular interactions energy

Layered crystal structure of bicyclic aziridines as revealed by analysis of intermolecular interactions energy

Synthetic Utilization of α,β‐Chalcone Dibromide In Heterocyclic Chemistry and Stereoselective Debromination

Synthesis and study of new 2-aryl-1-(4-nitrophenyl)-1,1a-dihydroazireno[1,2-a]quinoxaline derivatives

Contact Info

Product

Resources

About