Formation of diindolylmethane derivatives from indole derivatives and schiff bases

Indoles react with aromatic aldehydes to form diindolylmethane derivatives.     

Sulfur-containing aminoacid derivatives of cholchicine and cholchamine and derivatives of isothiouronium and mercaptoethylamine

New sulfur-containing derivatives of cholchicine and cholchamine with reduced toxicity and preserved pharmacological properties (cytostatic activity for human cancer cells) are prepared. The ability of the new compounds to affect radiation treatment is studied, enabling cholchicine derivatives with more significant radio-sensitizing properties to be found. Institute of Oncology and Radiology, Academy of Sciences of the Republic of Uzbekistan, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 5, pp. 640–650, September–October, 1999.     

Heteroadamantanes and their derivatives 26. Synthesis of derivatives of hydroxybenzyldiazahomoadamantane

Summary 1-(4-Hydroxy-3-nitrobenzyl)-3,6-diazahomoadamantan-9-one was obtained by the nitration of hydroxybenzyldiazahomoadamantanone. The behavior of the carbonyl group of this ketone and of its nitro derivative has been studied. The structures of the functional derivatives obtained were confirmed by data of IR, PMR, and mass spectra.For part 25 see [1].M. V. Lomonosov Moscow State Academy of Fine Chemical Technology, Moscow 117571. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 391–394, March, 1995.Original article submitted December 29, 1994.     

Pyridylalkylthiols and derivatives

A series of pyridylalkylthiols and their derivatives have been prepared as potential radiation-protection agents.     

Curcumin and derivatives

The title compound, 4‐[7‐(4‐acetoxy‐3‐methoxy­phenyl)‐5‐hydroxy‐3‐oxohepta‐1,4,6‐trienyl]‐2‐methoxy­phenyl acetate [or bis­(acetoxy)curcumin, C₂₅H₂₄O₈], is shown unequivocally to exist in the keto–enol form, with only intramolecular hydrogen bonding. A redetermination of the structure of curcumin itself confirms the results of a previous report that it also exists in the keto–enol form.     

Flame-retardant effect of cross-linked phosphazene derivatives and pentaerythritol derivatives on polypropylene

Journal of Thermal Analysis and Calorimetry - A phosphazene-based flame retardant (PBFA) was synthesized by hexachlorocyclotriphosphazene and N-aminoethylpiperazine. To improve the flame retardancy...     

Generation of benzocyclobutadiene derivatives from zirconaindene derivatives

Zirconaindene derivatives produced benzocyclobutadiene derivatives in situ in the presence of CuCl and 1,4-naphthoquinone, which afforded their dimers, 6a,10b-dihydrobenzo[a]biphenylenes and dibenzosemibullvalenes or dibenzo[a,e]cycloctenes.     

Isoindole derivatives from 2-isonicotinoyl-acetophenone with ammonia and its derivatives

2-Isonicotinoylacetophenone (1) reacts with aqueous ammonia in the presence of acid to produce the deep blue 3-(4-pyridyl)-1-[3-(4-pyridyl)-1H -1-isoindolylidenemethyl]-2H-isoindole which changed to the deep bluish green adduct showing the wavelength maximum at 744 nm by treating with methyl iodide. From the reaction of 1 and glycine or its methyl ester the red 3,3′-di-(4-pyridyl)-1,1′-vinylenebis(2H-2-isoindoleacetic acid) or its derivative were obtained respectively.     

Synthesis and properties of π-extended fluoranthene derivatives from 1,2-diarylacenaphthylene derivatives

Acenaphthylene units work as a useful platform for the synthesis of polycyclic aromatic hydrocarbons (PAH). Three 1,2-diarylacenaphthylene derivatives (9-phenanthryl, 7-t-butyl-2-pyrenyl and 2-naphthyl) were prepared by Suzuki-Miyaura coupling of 1,2-dibromoacenaphthylene with the corresponding boronic acids and ester. The Scholl reaction of the phenanthryl derivative affords a donor-acceptor type fluoranthene derivative possessing a hemi-coronene structure by forming two CC bonds between phenanthryl groups. The reaction of the pyrenyl derivative allows one CC bond formation to give a helicene-type fluoranthene derivative. The reaction of the naphthyl derivative provides an asymmetric fluroranthene derivative having an anthracene unit accompanied with one CC bonding reaction, while a photochemical cyclization followed by dehydroaromatization reaction of the compound gives a symmetric fluoranthene derivative with a [5]helicene structure.     

Metalloid derivatives for oganic synthesis the preparation of urazole and thiourazole derivatives

Silicon isocyanates are introduced as versatile reagents for the mild and efficient conversion of hydrazines to urazole derivatives.     

Pyrimidine derivatives XII. A convenient preparation of 6-formylpyrimidinedione and 2- and 3-formylpyridine derivatives from corresponding nitrooxymethyl derivatives

The convenient preparation of 6-fomylpyrimidinedione derivatives and 2- and 3-formylpyridine are described. Thus, 5-bromo-1,3-dimethyl- ( 1a ), 5-bromo-3-methyl-1-(2-nitrooxyethyl)- ( 1b ), and 5-bromo-3-methyl-1-(3-nitrooxypropyl)-2,4(1H,3H)-pyrimidine-dione ( 1c ) were converted to the corresponding 6-formyl compounds 2a, 2b , and 2c , respectively, in excellent yields by the reaction with triethylamine and 1,4-diazabicyclo[2.2.2]octane. These 6-formylpyrimidinedione derivatives are key intermediates for the preparation of 6-carbon-carbon substituted compounds, which are expected to be potential antitumor and antiviral agents. Similarly, 2-(and 3-)formylpyridine ( 9a (and 9b )) were obtained by the reaction of 2-(and 3)nitrooxymethylpyridine ( 8a (and 8b )) with 1,4-diazabicyclo[2.2.2]octane.     

Anti-isohumulone and its derivatives

Three new humulone derivatives have been isolated and identified as: 3,4-dihydroxy-2-(3-methyl-2-butenyl)-4-(4-methyl-3-pentenoyl)-2-cyclopentenone (6);4-ethanoyl-3,4-dihydroxy-2-(3-methyl-2-butenyl)-2-cyclopentenone (7) and 3,4-dihydroxy-2-(3-methyl-2-butenyl)-2-cyclopentenone (8), respectively. They arise by deacylation of anti-isohumulone (3_a), which is formed from humulone (1a) following an isomerization with ring contraction in opposite direction than the usual one producing isohumulones (2a).     

Heteroadamantanes and their derivatives

6-Cyano-1,3-diazaadamantan-6-ols and- 9-cyano-3,6-diazahomoadamantan-9-ols, whose reaction with ammonia forms the corresponding 6-cyano-6-amino-1,3-diazaand 9-cyano-9-amino-3,6-diazahomoadamantanes, were prepared by the exchange reaction of 1,3-diazaadamantan-6-ones and 3,6-diazahomoadamantan-9-ones with acetone cyanohydrin. When heated with ammonium carbonate, spirohydantoins were directly obtained from the former compounds and from the initial ketones by Bucherer—Bergs synthesis.See [1] for Communication 15.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 648–652, May, 1992.     

Adamantane and its derivatives

Conclusions The Curtius reaction was studied on the example of the azides of the 2,6-adamantanedione-1,7-di-carboxylic, 2,6-adamantanedione-1,3,5,7-tetracarboxylic and 1-bromo-3-adamantaneearboxylic acids.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 1, pp. 57–61, January, 1973.     

Polymethylenepolynitramines and their derivatives

Hitherto unknownN-fluoro-substituted polymethylenepolynitramines were synthesized by fluorinating the respective polymethylenepolynitramines with elemental fluorine in anhydrous acetonitrile.Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 12, pp. 2174–2176, December, 1994.     

Chemistry of naphthazarin derivatives: XV. Bromination of naphthazarin and its derivatives

Bromination of a number of naphthazarin (5,8-dihydroxy-1,4-naphthoquinone) derivatives having different substituents in the aromatic ring with molecular bromine in carbon tetrachloride was studied. Preparative procedures for the synthesis of 2-bromo-5,8-dihydroxy-7-methoxy-1,4-naphthoquinone, 2-bromo-6,7-dichloro-5,8-dihydroxy-1,4-naphthoquinone, 2-bromo-3,5,8-trihydroxy-1,4-naphthoquinone, and 2-bromo-6,7-dichloro-3,5,8-trihydroxy-1,4-naphthoquinone were developed.     

Heteroadamantanes and their derivatives

5,7,-Dinitro-6,6-dimethyl-1,3-diazaadamantane was synthesized by condensation of 1,3-dinitro-2,2-dimethyl-propane with hexamethylenetetramine. Like the previously prepared 5,7-dinitro-1,3-diazaadamantane, it is converted into the corresponding diamino derivative with hydrazine hydrate in the presence of a nickel catalyst, and the diamino compounds gave the 5,7-dibromo derivatives on treatment with sodium nitrite in conc. HBr. The latter were converted to 6,6-dimethyl-1,3-diazaadamantane and 1,3-diazaadamantane on treatment with hydrazine hydrate in the presence of nickel catalyst in ethanol.For Communication 18 see [1].Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 230–233, February, 1993.     

Cyanoacetylene and its derivatives

Conclusions Tertiary cyanoacetylenic carbinols in the presence of alkalis undergo autoheterocyclization with the formation of 2,2-dialkyl-4,5-di(cyanomethylidene)oxetanes.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 6, pp. 1349–1353, June, 1980.