A new approach to the synthesis of 16-heteroprostanoids via isoxazole intermediates

Translated from Khimiya Geterotsiklicheskikh Soedinenii. Vol. 30. No. 3, pp. 424–425, March, 1994.     

Interaction of 4-aminobenzofurazan with aryldiazonium salts

The reaction of 4-aminobenzofurazan with aryldiazonium salts leads to the formation of 4-amino-5-aryl-azobenzofurazans and 5-amino-2-aryl-4-nitroso-2H-benzotriazoles, products of the rearrangement of the initially formed 4-amino-7-(arylazo)benzofurazans. Oxidation of the benzofurazan as well as of the triazole derivatives gives 7-aryl-1,2,3-triazol[4,5-e]benzofurazans. The chemical properties of some of the compounds obtained have been investigated.Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, Novosibirsk 630090. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1432–1438, October, 1994. Original article submitted July 25, 1994.     

Donor-acceptor complexes of quinoline N-oxides with boron trifluoride

Molecular n-v complexes of quinoline N-oxides with BF₃ have been studied by electronic and IR spectroscopy. In most case the donor centre is the oxygen atom of the N-oxide group.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1087–1092, August, 1994.     

Rearragnement of 1-allyloxy-2-allylthio-4-methyl-benzene TO 2,4-dimethyl-6-allyl-7 hydroxy-2,3-dihydrobenzothiophene

1-Allyloxy-2-allylthio-4-methylbenzene rearranges in NN-diethylaniline at 215°C with migration of allyloxy and allylthio groups to form 2,4-dimethyl-6-allyl-7-hydroxy-2,3dihydrobenzothiophene.M. V. Lomonosov State University, Moscow 119899. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 480–482, 1994. Original article submitted March 5, 1994.     

Synthesis,structure, and chemical properties of some N-(3-chloro-2-quinoxalyl)arylsulfonamides

We have developed a method for synthesis of N-(3-clzloro-2-quinoxalyl)sulfonamides by reaction of 2,3-dichloroquinoxaline with substituted arylsufonamides. Based on the IR spectra, we have established that in the solid state, the synthesized compounds exist in the form of amide tautomers. Alkylation of these compounds leads to N-metliyl-N-(3-chloro-2-quinoxalyl)arylsulfonamides. We demonstrate the possibility of nucleophilic substitution of the halogen upon treatment with O- and N-nucleophiles. The use of bifunctional nucleophiles leads to condensed quinoxalines.Translated from Khimiya Geterotsiklicheskikh Soedinenii, Vol. 30, No. 3, pp. 387–392, March, 1994.     

Aziridinylketones and their cyclic anils. 12

We have measured the PMR spectra of 5, 7-diaryl-1, 4-diazabicyclo[4. ].O]hept-4-enes. We have studied the structure of the 5-(4-nitrophenyl)-7-phenyl derivative by x-ray diffraction. We show that the six-membered heterocycle has the half-chair form. The 6-H and 7-H protons of the aziridine ring are trans, while the 7-aryl is exo relative to the six-membered ring. Introduction of substituents into the aromatic ring has practically no effect on the geometry of the bicycle.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1117–1124, August, 1994.For Communication 11, see [1].     

5-[5-R-furfurylidene]-2,2-dimethyl-1,3-dioxane-4,6-diones 5. Nucleophilic replacement of halogen in the furan ring

Halogen in positions 3 and 5 of the furan ring in ftirfurylidenedioxanediones is readily replaced by dithiocarbonate, dithiocarbatnate, dithiophosphate, thiocyanate, and azide anions, and by thiourea, and secondary and tertiary amines. The conformation of the initial halogen derivative is retained in the substitution products.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 327–334, March, 1994.     

Electrohydraulic effect in heterodisperse water-plant systems. II. Chemical nature of the suspended particles

On the basis of the results of acid hydrolysis, chromatographic analysis of the hydrolysates, and a study of IR spectra, it has been established that the suspended particles liberated under the action of electrohydraulic shocks on heterodisperse water—plant systems consist of small fragments of the lignocarbohydrate complex of the plant tissue.