Structures of the products of reaction of 1,5-diketones with hydroxylamine

Alkylidenebis-2,2′-cyclohexanones react with two molecules of hydroxylamine to give 8-hydroxy-1,2,4,5-bistetramethylene-7-oxa-6,8-diazabicyclo[3.2.1]octanes, whereas 5,5′-methyl ene-2,2-dimethyl-4-pyrone and “semicyclic” and aliphatic-aromatic 1,5-diketones form dioximes.     

Structures of the products of the reaction of penilloic acids with acid anhydrides

N⁴-Acylpenilloic acid lactam structures were assigned to the products of the reaction of penilloic acids with acid anhydrides on the basis of a chemical and physicochemical study.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 309–315, March, 1971.     

A new reaction of sulfur ylides. Imination of dimethylsulfonium ketoylides with tosyl isocyanate

Russian Chemical Bulletin -     

Structures of reaction products of 5,6-dichlorofurazano[3,4-b]pyrazine with R-hydrazines

Russian Chemical Bulletin - The reactions of 5,6-dichlorofurazano[3,4-b]pyrazine with phenyl- and methylhydrazines were studied in order to prepare furazano[3,4-b]pyrazine derivatives potentially...     

Structures and fluorescence of secondary products produced from the cope-knoevenagel reaction of 2-phenylpropionaldehyde with methyl cyanoacetate

The Cope-Knoevenagel reaction of 2-phenylpropionaldehyde ( 7 ) with methyl cyanoacetate ( 8 ) produced methyl (E)-2-cyano-4-phenylpent-2-enoate ( 9 ) and the two highly fluorescent secondary products, 2-amino-3-carbomethoxy-6-phenyl-4-(1-phenylethyl)pyridine ( 10 ) and 3-cyano-6-phenyl-4-(1-phenylethyl)-2-pyridone ( 11 ). The structure of 10 was determined by X-ray crystallography while the structure of 11 was confirmed by the conversion of 9 into 11 . The mechanism of their formation is discussed. Fluorescence of 10 and 11 and the related compounds are also described.     

The unprecedented reaction of dimethylsulfonium methylide with Michael acceptors: synthesis of 1-substituted vinyl silanes and styrenes

Rather than the usual cyclopropanation, conditions for an unprecedented elimination reaction from the adduct of dimethylsulfonium methylide and various Michael acceptors have been established leading to functionalized 1-substituted alkenes. In silyl substituted substrates (2a and 2h), where a facile Peterson-type olefination is possible from the adduct; elimination took place instead to give functionalized 1-substituted vinyl silanes. Aryl substituted Michael acceptors (2b-e, 2g and 2i-k) also underwent a similar kind of olefination to give 1-substituted styrene derivatives with moderate yields along with a side product, which arose by nucleophilic demethylation from the adduct of dimethylsulfonium methylide and arylidene malonates. Hammett studies revealed that selectivity for olefination vs. demethylation increases as the aryl substituent becomes more electron deficient. Alkylidene malonates (2f and 2l) with a beta-alkyl substituent did not favour the olefination process. Sequential addition of Michael acceptors and alkyl halides to a mixture of dimethylsulfonium methylide and sodium dimsylate provided olefination followed by alkylation on the active methine group. A mechanistic pathway has been formulated from the studies of a few sulfonium methylides.     

A novel reaction of dimethylsulfonium methylide with Michael acceptors: application to the synthesis of difficultly accessible vinyl silanes and styrenes

Rather than the usual cyclopropanation and Peterson-type olefination, conditions for a novel elimination reaction from the adduct of dimethylsulfonium methylide and 2-silylalkylidene/arylidene malonate/cyanoacetate/phosphonoacetate leading to geminally substituted vinyl silanes or styrenes, respectively, have been established.     

Benzindoles. 21. Structures of the products of the wittig reaction in the angular benzindole series

-Phenyl--(1H-benzo[g] indol-3-yl)ethylene and -phenyl--(3H-benzo[e] indol-l-yl)-ethylene were obtained in the form of two geometrical isomers by reaction of 3-formyl-1H-benzo[g]- and 1-formyl-3H-benzo[e] indoles with benzylidenetriphenylphosphorane in tert-butyl alcohol containing potassium tert-butoxide. The configurations of the compounds obtained were established on the basis of data from the PMR spectra.See [1] for Communication 20.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1380–1382, October, 1980.     

Structures of condensation products of ortho-aminophenols with ninhydrin

Condensation of ortho-aminophenols and N-benzylsulfonyl-o-phenylenediamine with ninhydrin afforded tetracyclic products, the amino group entering into condensation with the carbonyl group at position 1 of ninhydrin. The structures of the reaction products were established by ¹H NMR spectroscopy and X-ray diffraction analysis.     

Impact of reaction products on the Grignard reaction with silanes and ketones

Grignard reactions with alkoxysilanes or carbonyl compounds produce alkoxymagnesium halides as by-products. Kinetic measurements for reactions of silanes and of a ketone were performed with Grignard reagents, enriched in alkoxymagnesium halides and taken in a great excess.The alkoxide-type reaction products complex tightly with Grignard reagents and enhance in this way their nucleophilicity, thus accelerating the reaction. However, alkoxides branched at α-C atom exert an unfavorable steric hindrance to reaction resulting in a decrease in the reaction rate.     

Molecular structure of dimethylsulfonium cyclopentadienylide

Conclusions The molecular structure of dimethylsulfonium cyclopentadienylide was established by the x-ray structure analysis method, and it was shown that the S atom is coplanar with the cyclopentadienyl ring, and that the S-C distance (cyclopentadienyl) is shorter than the S-C distances (methyl).Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 3, pp. 687–689, March, 1977.The authors express their gratitude to A. E. Kalinin for his assistance in formulating the results and valuable discussions, and to V. N. Setkina and A. Zh. Zhakaeva for supplying the study objects and their interest in the work.     

Mild mono and double demethylation in dimethylsulfonium substituted ruthenacarborane complexes. A regioselective reaction

Reaction of [RuCl(2)(eta(6)-C(6)H(6))](2) with [10-(CH(3))(2)S-7,8-nido-C(2)B(9)H(10)](-) or [9-(CH(3))(2)S-7,8-nido-C(2)B(9)H(10)](-) afforded the expected cationic complexes [Ru(eta(5)-n-(CH(3))(2)S-7,8-C(2)B(9)H(10))(eta(6)-C(6)H(6))](+)(n= 10, (1); 9, (3)), but also the unexpected neutral Ru(eta(5)-10-HS-7,8-C(2)B(9)H(10))(eta(6)-C(6)H(6))(2) or Ru(eta(5)-9-(CH(3))S-7,8-C(2)B(9)H(10))(eta(6)-C(6)H(6))(4) by double and mono demethylation of the (CH(3))(2)S moiety, respectively.     

Unexpected products from the reaction of chalcones with cyanoguanidine

A new series of unexpected dihydrochalcones DHCs attached with cyanoiminopyrimidine moiety in addition to expected cyanoaminopyrimidines CAMPs were synthesized by efficient and facile method via reaction of cyanoguanidine with chalcone derivatives in the presence of EtONa.     

On the reaction products of lanthanide chlorides with biurete

The synthesis and results of IR spectroscopy and X-ray diffraction analysis of new complexes of biurete NH₂CONHCONH₂ (BU) with the composition LnCl₃ · 2BU · 4H₂O, where Ln = La (I), Pr (II), Ho (III), Er (IV), and Lu (V), are presented. Crystals of complexes I–V include complex cations [Ln(H₂O)₄(BU)₂]³⁺ and uncoordinated chloride ions. The coordination mode of biurete molecules is bidentate through the oxygen atoms, and upon coordination the BU molecules are transformed from the initial trans to cis configuration. Water molecules are also coordinated through the oxygen atom (the shape of the polyhedron of the Ln atoms is a two-capped trigonal prism). The oxygen atoms of both BU molecules and the oxygen atoms of the first and second water molecules form a trigonal prism, whereas the oxygen atoms of the third and fourth water molecules form two caps of the coordination polyhedron. The coordinated BU molecules are joined with the chloride ions and water molecules of the adjacent complex cations by hydrogen bonds. The degree of conversion of trans-BU to cis-BU in the lanthanide series of complexes of this type is discussed.     

Structures of the products of the reaction of β-aminovinylcarbonyl compounds,a β-diketone,and an aldehyde

1,4,5,6,7,8-Hexahydroquinoline derivatives are formed in the unsymmetrical three-carbon condensation of a -aminovinylcarbonyl compound, dimedone, and an aldehyde, regardless of the medium. Hexahydroquinolines were isolated in neutral and basic media, in the condensation of a -aminovinylcarbonyl compound with acetoacetic ester and an aldehyde. 1,2,3,4,5,6,-7,8,9,10-Decahydroacridine-1,8-dione derivatives are formed in acidic media.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 228–230, February, 1975.     

Structures of the products of condensation of phthalazone hydrazones with mesityl oxide

It was established on the basis of data from the UV and PMR spectra, the dipole moments, and the synthesis of fixed structures that the products of the condensation of phthalazone hydrazones with mesityl oxide have the structures of mixed phthalazone azines and mesityl oxide rather than the phthalazinylhydrazone structure that was previously assumed for them.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 678–683, May, 1981.     

On products of reaction of imidazole with benzoyl chloride under conditions of the Regel-Buchel reaction

The reaction of imidazole with benzoyl chloride in pyridine affordedcis-1,2-bis(benzoyl-amino)ethylene (1) rather than 2-benzoylimidazole, as has been suggested previously. The structure of1 was confirmed by¹H NMR spectroscopy and X-ray diffraction study. Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 8, pp. 1593–1595, August, 1998.