1,2,3-Trimethyl-5-aminoindole in reactions with acetoacetic ester and ethoxymethylene-malonic ester

A method is proposed for obtaining N-methylpyrrolo[3,2-flquinolines with functional groups on the pyridine ring. M. E. Evsev'ev Mordovian State Pedagogical Institute, Saransk 430007. M. V. Lomonosov Moscow State University, Moscow 119899. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1486–1489, November, 1997.     

Heterocycles containing a bridge nitrogen atom. 11. Recyclization of 5-methyloxazolo[3,2-apyridinium cation under the action of nucleophiles containing NH2 group. Crystal structure of 3-(p-nitrophenyl)-1,4-dihydropyrido-[2,1-c]-as-triazinium perchlorate

Reactions of 5-methyl-2-(p-nitrophenyl)oxazolo[3,2-a]pyridinium perchlorate with ammonia and hydrazine, in contrast to the reaction with secondary amines, do not produce indolizines. The reaction with ammonia produces 5-methyl-2-(p-nitrophenyl)imidazo[1,2-a]pyridine; with hydrazine, 3-(p-nitrophenyl)-1,4-dihydropyrido[2,1-c]-as-triazinium semiperchlorate (2 moles of base per one mole of acid). The structure of the latter is solved by X-ray structural studies. Dedicated to Professor Henk van der Plas on his 70th birthday. For No. 9, see [1]. M. V. Lomonosov Moscow State University, Moscow 119899, Russia Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 550–556, April, 1999.     

Microbiological transformation of piperidine and pyridine derivatives

Optically active 2-(4-hydroxyphenylcarbamoyloxymethyl)-1-methyl-1,2,5,6-tetrahydropyridine is obtained on microbiological transformation of 1-methyl-2-(N-phenyl-carbamoyloxymethyl)-1,2,5,6-tetrahydropyridine with a growing culture of the fungus C. verticillata VKPM F-430. Transformation of 2-(2-phenylethyl)pyridine by a methanoxidating culture of Methylococcus occurs either by hydroxylation of the side chain or conversion of the substrate into N-oxide, depending on the process conditions. M. V. Lomonosov Moscow State University, Moscow 119899, Russia; Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 649–655, May, 1999.     

Reactions of polyhalogenopyridines. 14. Reaction of isomeric dichlorocyanopyridines and pentachloropyridine with potassium ethylxanthate

The reactions of isomeric tetrachlorocyanopyridines with potassium ethylxanthate were studied. It was found that tetrachloro-2-cyanopyridine was converted successively into 4-mono- and then 3,4-bisethylxanthate derivatives. In the presence of potassium ethylxanthate the last derivative undergoes intramolecular cyclization with the formation of derivatives of 1,3-dithiolo[4,5-c]pyridine. In the case of other initial polychloropyridines processes involving substitution of the chlorine atoms by the ethylxanthate fragment, sometimes accompanied by the loss of COS molecules, were observed instead of heterocyclization. For Communication 13, see [1]. Chernogolovka Institute of Chemical Physics, Russian Academy of Sciences, Chernogolovka 142432. M. V. Lomonosov Moscow State University, Moscow 119899. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1510–1520, November, 1997.     

A study of the herb Aerva lanata II. Feruloylamines

All-Union Scientific-Research Institute of Medicinal Plants, Scientific Production Combine, Moscow. Translated from Khimiya Prirodnykh Soedinenii, No. 5, pp. 694–695, September–October, 1990.     

Secondary metabolites of Ulocladium chartarum. Ulocladols A and B — New phytotoxins of terpenoid nature

Ulocladols A and B — new exometabolites having a mixed sesquiterpenoid-polyketide nature that are structurally close to the host-specific toxins ofAlternaria citri — have been isolated from the deuteromyceteUlocladium chartarum. Both substances inhibit the growth of cotton seeds. All-Union Scientific Research Institute of Phytopathology, Moscow Province, Golitsyno. M. V. Lomonosov Moscow State University. Translated from Khimiya Prirodnykh Soedinenii, No. 5, pp. 642–648, September–October, 1991.     

Unusual [3+2]-cycloaddition of acrylic acid derivatives to 7-formyl-4,5,6,7-tetrahydro-4,5,7-trimethylpyrrolo[3,2-c]pyridine under Michael reaction conditions

8-Substituted tetrahydropyrido[3,2-e]pyrrolizines are formed in the [3+2]-cycloaddition of 2-formyltetrahydropyrrolo[3,2-c]pyridine and acrolein, acrylonitrile, and methyl acrylate in the presence of trilon B. Russian International Friendship University, 117923 Moscow. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1670–1675, December, 1998.     

Dihydrothiophenes. Synthesis and properties (review)

The literature data on the methods of synthesis and properties of 2,3-dihydrothiophene and 2,5-dihydrothiophene have been correlated for the first time. A. N. Kosygin Moscow State Textile Academy, Moscow 117918, Russia. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1299–1324, October, 1998.     

Functionalization of pyridines. 2. Synthesis of acylpyridines, pyridinecarboxylic acids, and their derivatives. Review

Advances in the synthesis of acylpyridines, pyridinecarboxylic acids, and their derivatives involving direct functionalization of the pyridine ring and substituent modification over the past 15 years are reviewed.Dedicated to Prof. A. Katritzky on the occasion of his seventieth birthday.For Communication 1, see [1].M. V. Lomonosov Moscow State University, 1119899 Moscow, Russia. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1013–1046, August, 1998.     

13C NMR spectra of the aminoglycoside antibiotics streptomycin and dihydrostreptomycin. Complete assignment of the signals

On the basis of the results of a study of the dependence of the chemical shifts of the¹³C NMR spectra streptomycin and dihydrostreptomycin over a wide pH range (from 1.0 to 10.0) and a comparison with the spectrum of streptidine in an acid medium, a complete assignment of the spectra of the antibiotics investigated has been made. The optimum pH values of solutions at which the clearest separation of the resonance signals in the spectra of streptomycin and dihydrostreptomycin have been determined (pH 1.0–7.0 and pH ≤ 8.6, respectively). All-Union Scientific-Research Institute of Antibiotics, Moscow. I. M. Sechinov 1st Moscow Medical Institute. Translated from Khimiya Prirodnykh Soedinenii, No. 5, pp. 695–700, September–October, 1980.     

13C NMR spectra of the aminoglycoside antibiotic neomycin B,monomycin A,and kanamycin A. Complete assignment of the signals

On the basis of the results of a study of the dependence of the chemical shifts of the signals in the¹³C NMR spectra of neomycin B, monomycin A, and kanamycin A, over a wide pH range (from 1.0 to 10.0) a complete assignment of the spectra signals of these antibiotics has been made. Optimum pH values of solutions are proposed for which the more complete resolution of the resonance signals in the spectra of neomycin B, monomycin A, and kanamycin A is observed. All-Union Scientific-Research Institute of Antibiotics, Moscow. I. M. Sechenov 1st Moscow Medical Institute. Translated from Khimiya Prirodnykh Soedinenii, No. 5, pp. 686–695, September–October, 1980.     

Phenolic compounds of Eleutherococcus senticosus

All-Union Scientific-Research Institute of Medicinal Plants Scientific Production Combine, Moscow. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 854–856, November–December, 1991.     

Production of flavolignins of herbacetin with the aid of peroxidase

All-Union Scientific-Research Institute of Medicinal Plants Scientific Production Combine, Moscow. Translated from Khimiya Prirodnykh Soedinenii, No. 6, p. 880–881, November–December, 1990.     

Phenolic compounds of Helichrysum italicum

All-Union Scientific-Research Institute of Medicinal Plants Scientific Industrial Association, Moscow. Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 409–410, May–June, 1990.     

Coumarins and flavonoids of the flowers of Helichrysum italicum

All-Union Scientific-Research Institute of Medicinal Plants, Scientific Production Combine, Moscow. Translated from Khimiya Prirodnykh Soedinenii, No. 5, pp. 577–579, September–October, 1992.     

Iridoids of the bark of Syringa vulgaris

All-Union Scientific-Research Institute of Medicinal Plants, Scientific Production Combine, Moscow. Translated from Khimiya Prirodnykh Soedinenii, No. 5, pp. 695–697, September–October, 1990.     

2-Bromo-3,4,4-trichlorobut-3-enoates of certain natural alcohols, phenols, and oximes of carbonyl compounds

Previously undescribed 2-bromo-3,4,4-trichlorobut-3-enoates 1b-23b were synthesized in 84–91% yield from natural alcohols including terpenes and steroids, plant phenols, and oximes of natural carbonyl compounds 1a-23a by reaction of 2-bromo-3,4,4-trichlorobut-3-enoyl chloride in the presence of pyridine. __________ Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 212–215, May–June, 2006.     

Phenolic compounds of Laserpitium latifolium

Central Botanical Garden, Belorussian Academy of Sciences, Minsk. Citaminy Scientific-Production Association, Moscow. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 724–726, November–December, 1992.     

The aza-Nenitzescu reaction. Synthesis of indazole derivatives by condensation of quinones with hydrazones

In a continuation of the study of the aza-Nenitzescu reaction new derivatives of 5-hydroxyindazole, 4,7-dioxoindazole, and 4,9-dioxobenzindazole have been obtained from the reaction of p-benzoquinone and naphthoquinone with substituted hydrazones. “NIOPIK” State Scientific Center of the Russian Federation, Moscow 103787, Russia; Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 640–644, May 1999.     

Selective binary mobile phase for high-performance liquid chromatography of 12, 13-epoxytrichothec-9-en-8-ones

M. V. Lomonosov Moscow State University. All-Union Scientific-Research Institute of Veterinary Medicine, Moscow. Translated from Khimiya Prirodnykh Soedinenii, Vol. 6, pp. 861–863, November–December, 1989.