Synthesis and conversions of polyhedral compounds 17. Conversion of 1,3-diaza- and 1,3,5-triazaadamantanes to nitrogen-containing pentacyclic compounds

It has been shown that derivatives of 1,3-diaza- and 1,3,5-triazzaadaniantanes, and also derivatives of 3,7-diazabicyclo[3.3.1]nonane, interact with 3,7-bis(bromoacetyl)-3,7-diaza- and 3,7-bis(bronwacetyl)-1,3,7-triazabicyclo[3. 3. 1]nonanes in the presence of bases to form previously unknown types of heteropolyhedral structures — nitrogen-containing pentacyclic compounds.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 106–110, January, 1994. Original article submitted October 20, 1993.     

Synthesis and transformations of polyhedral compounds

Derivatives of 1,3-diaza- and 1,3,5-triazaadamantanes react with 1,2-dibromoethane in the presence of base to give derivatives of 1,4-diaza- and 1,3,6-triazahomoadamantanes, respectively. Schiff bases were obtained containing the 1,3,6-triazahomoadamantane ring.For Communication 14 see [1].Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1098–1100, August, 1992.     

Cycloaddition reactions of some 7-alkylidenecycloocta-1,3,5-trienes

Novel adducts are formed when 7-methylenecycloocta-1,3,5-triene is treated with reactive dienophiles and chlorosulphonyl isocyanate. Other 7-alkylidenecycloocta-1,3,5-trienes form analogous adducts with tetracyanoethylene.     

Synthesis and transformations of polyhedral compounds 12. Stevens rearrangement in the azaadamantane series

Some quaternary salts of 1,3-diaza- and 1,3,5-triazaadamantanes undergo the Stevens rearrangement to give derivatives of the corresponding 1,4-diaza- and 1,3,6-triazahomoadamantanes. The structures of the rearrangement products were proved by IR, PMR, and mass spectroscopy and x-ray diffraction analysis (XDA).See [1] for Communication 11.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 669–673, May, 1991.     

Synthesis and conversions of polyhedral compounds 18. Conversion of 1,3-diaza- and 1,3,5-triaza-adamantanes into new nitrogen-containing polyhedral compounds under the influence of dibasic acid dichlorides

Derivatives of 1,3-diaza- and 1,3,5-triazaadamantanes react with dicarboxylic acid dichlorides, forming derivatives of new heteropolyhedral compounds containing a dicarboxylic acid residue in place of CH₂ or CRR¹ of the methylidenamino fragment of the azaadamantanes.Translated from Khimiva Geterotsiklicheskikh Soedinenii, No. 3, pp. 393–396, March, 1994.     

Organic selenium compounds: Synthesis and reactions of some new 7-alkyl-8-selenotheophyllines

A simple and mild synthesis of selenotheophyllines is described based on the reaction of 7-alkyl-8-chlorotheophylline with sodium hydrogenselenide followed by reactions with halocompounds such as chloroacetonitrile, ethyl chloroacetate, chloroacetamide, and ethyl chloroformate. Elemental analysis, infrared, ¹H NMR, ¹³C NMR, and mass spectral data confirmed the structure of the newly synthesized compounds.     

Synthesis and transformations of polyhedral compounds. Synthesis of 2-[quinolin-3(2)-yl]-1,3-diazaadamantanes

A number of new 1,3-diazaadamantane derivatives containing quinoline fragments on C² have been synthesized by condensation of 1,5-dialkyl-3,7-diazabicyclo[3.3.1]nonan-9-one, 1,5-dimethyl-3,7-diazabicyclo-[3.3.1]nonan-9-ol, and 1,5-dimethyl-3,7-diazabicyclo[3.3.1]nonane with 2-oxo-1,2-dihydroquinoline-3-carbaldehyde, 2-chloro- and 2-iodoquinoline-3-carbaldehyde, and quinoline-2-carbaldehyde.     

Synthesis of acid-base transformations of 3-aroyl-6-methyl-2-oxopyridines

In hydrolysis of 3-aroyl-6-methyl-2-methoxypyridines, 3-aroyl-6-methyl-2-oxopyridines are formed, which with methyl iodide in an alkaline medium give the corresponding 1-methyl derivatives.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1354–1356, October, 1986.     

Synthesis and transformations of polyhedral compounds. 14. Opening of hexahydropyrimidine ring of 2-substituted 1,3-diazaadamantanes by electrophilic reagents

It was found that a cleavage of the N-C bonds of C-mono- and C,C-disubstituted methylenediammo groups of 1,3-diazaadamantanes takes place by the action of electrophilic reagents.For Communication 13, see [1].Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 929–932, July, 1992.     

Synthesis and some properties of 1,3,5-triformylbenzene

Conclusions A convenient method was proposed for the synthesis of 1,3,5-triformylbenzene and some of its properties were studied.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 8, pp. 1886–1888, August, 1975.     

Synthesis and some reactions of tris (pentafluorophenyl) antimony compounds

(C₆F₅)₃Sb has been found to react with interhalogens and halo-pseudohalogens, IX(X = Cl, Br, N₃ and NCO), pseudohalogen (SCN), and elemental sulphur to give oxidative addition products (I–VI). (C₆F₅)₃SbS(VI) may also be prepared by the reaction of (C₆F₅)₃SbCl₂ with H₂S. Metathetical reactions of (C₆F₅)₃SbCl₂ with appropriate metallic salts yield covalent pentacoordinate disubstituted products (V, VII–XII) of the general formula, (C₆F₅)₃SbY₂ (Y = NCS, NCO, ?ONCMe₂, ?ONCMePh $\text{?NCO(CH}{}_2\text{)}{}_2\text{C}$O and p-NO₂C₆H₄OCO). Treatment of (C₆F₅)₃SbCl₂ with aqueous NaN₃ gives the binuclear oxo-bridge compound, [(C₆F₅)₃SbOSb(C₆F₅)₃](N₃)₂·(III) and (IV) are also accessible by displacement reaction of (I) or (II) with the corresponding metallic salt. Molecular weight, conductance measurements, and IR spectra on the new organoantimony(V) derivatives have been obtained.Reductive cleavage reactions of (C₆F₅)₃SbS with hexaaryldileads, Ar₆Pb₂(Ar = Phenyl, p-tolyl) produce (C₆F₅)₃Sb and the corresponding bis(triaryllead) sulphide but treatment of (C₆F₅)₃SbX₂(X = NCO, Cl) with Ar₆Pb₂ gave Ar₄Pb and Ar₂PbX₂ together with (C₆F₅)₃Sb.(C₆F₅)₃SbCl₂ and bis(triorganotin)sulphides undergo exchange of anionic groups.     

Synthesis and transformations of 1,3,5-triazabicyclo[3.1.0]hexanes

The conditions for the condensation of 1,2-nonsubstituted diaziridines with CH₂O and NH₃ (or AlkNH₂) to the corresponding 1,3,5-triazabicyclo[3.1.0]hexanes have been found and 3-phenylsulfonyl, 3-trimethylsilyl, 3-nitroso, and 3-nitro derivatives of the latter have been obtained.For the previous communication, see Ref. 1.Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 12, pp. 2091–2095, December, 1993.     

Some reactions of 1,3,5-Triaza-7-phosphaadamantane and its 7-Oxide

The synthesis of 1,3,5,7-triazaphosphocine and 1,3,7-triaza-5-phosphabicyclo[3.3.1]nonane derivatives via nitration, nitrosation and acetylation of 1,3,5-triaza-7-phosphaadamantane and its 7-oxide is reported. A comparison of the reactions of the triazaphosphaadamantane with the analogous reactions of hexamine is made.