Reaction of 5,6-Benzo-1,3,2-dioxathiepane 2-Oxide with Acetonitrile

Russian Journal of General Chemistry -     

2-Diethylamino-4,5-dimethyl-1,3,2-dioxaphospholenes

Conclusions 2-Diethylamino-4,5-dimethyl-l,3,2dioxaphospholenes are formed in the reactions of mono-and bis-(diethylamido) phosphites with biacetyl, the structure of which was confirmed by physical methods.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 7, pp. 1494–1497, July, 1971.The authors express their deep gratitude to A. V. Vereshchagin for measuring the dipole moments, and to T. A. Zakharchenko for taking the PMR spectra.     

Reactions of 4-chloromethyl-1,3,2-dioxathiolane 2-oxides with sodium phenoxide. A reinvestigation

The reactions of 4-chloromethyl-1,3,2-dioxathiolane 2-oxides with PhONa in EtOH are accompanied by ring opening under the action of the ethoxide ion rather than leading to a rearrangement of the starting molecule as has been assumed previously. Under conditions precluding competition with other nucleophiles, the phenoxide anion smoothly replaces the chlorine atom in chloromethyl-substituted cyclic sulfites. Published inIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 10, pp. 1774–1777, October, 2000.     

4,5-二苯基-2-取代基-1-磺酰基咪唑的合成

用多种磺酰氯或磺酸酐与4,5-二苯基-2-取代-1-磺酰基咪唑负离子反应, 合成了10个未见文献报道的1-磺酰基咪唑类化合物. 所有化合物均经1H NMR和13C NMR确证.     

4,5-Benzo-1,3,2-thiazaphospholanes

Conclusions 2-Substituted 3-methyl-4,5-benzo-l,3,2-thiazaphospholanes were obtained in high yields by the reaction of N-methyl-o-aminothiophenol with phosphorous acid di- and triamides.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 12, pp. 2837–2839, December, 1976.     

Conformational analysis of 1,3,2-dioxaphospholan-yl and 4,5-benzo-1,3,2-dioxaphosphol-2-yl 2,2,2-trifluoroacetate

Conformational analysis of 1,3,2-dioxaphospholan-2-yl 2,2,2-trifluoroacetate and 4,5-benzo-1,3,2-dioxaphosphol-2-yl 2,2,2-trifluoroacetate was carried out using the method of dipole moments and quantumchemical calculations (DFT B3LYP/6-31G*). Both compounds are found to exist as an axial conformer with preferably syn arrangement of the carbonyl group and the lone electron pair.     

Reaction of salicylalkylenediimines with 2-chloro-4,5-diphenyl-1,3,2-dioxaphospholene

Russian Journal of General Chemistry -     

Reaction of 2-tert-butoxy-4,5-benzo-1,3,2-dioxaphospholane with tribromoacetaldehyde

The reaction of 2-tert-butoxy-4,5-benzo-1,3,2-dioxaphospholane with tribromo-acetaldehyde proceeds by initial halophilic attack on the bromine atom, leading to a product with retention of the P-Br bond (pyrocatechol bromophosphate) and an anion exchange product (pyrocatechol dibromovinylphosphate), and by initial attack at the carbon atom of the C=O group, which is accompanied by the elimination of isobutylene to form an -hydroxyphosphonate.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 8, pp. 1909–1912, August, 1989.     

Reaction of 2-ethyl-4,5-benzo-1,3,2-oxazaphospholane with mercaptans

Conclusions The reaction of 2-ethyl-4,5-benzo-1,3,2-oxazaphospholane with mercaptan proceeds to give the monocyclic phosphorane with a P-N bond and the thioamidophosphonite, the product of opening the oxazaphospholane ring at the oxygen-phosphorus bond.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 1, pp. 224–226, January, 1977.     

Dimers of 4,5-benzo-1,3,2-oxazaphospholenes

Conclusions 2-Alkyl-2-hydro-4,5-benzo-1,3,2-oxazaphospholenes, which are formed by the prototropic isomerization of 2-alkyl-4,5-benzo-1,3,2-oxazaphospholanes, exist as the dimers. The dimerization process is reversible and in polar solvents is shifted toward the oxazaphospholanes. The 2-alkyl(alkoxy)-2-(-cyanoethyl)-4,5-benzo-1,3,2-oxazaphospholanes have a dimer structure.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 5, pp. 1150–1152, May, 1979.     

Zur Kenntnis der bromierten 2,3-Diphenyl-4,5-benzocumarone

Ohne ZusammenfassungDissertation, Graz, Technische Hochschule (D 306).     

Synthesis and some properties of 2-acetylamido-4,5-benzo-1,3,2-dioxaphospholane

The reaction of pyrocatechol chlorophosphite with N-trimethylsilylacetamide gave 2-acetamido-4,5-benzo-1,3,2-dioxaphospholane. The reaction of this product with hexamethyldisilazane leads to 2-trimethylsiloxy-4,5-benzo-1,3,2-dioxaphospholane, while its reactions with diethylamine, trimethylsilyldiethylamine, and bis(dimethylamino)methane give 2-dialkylamino-4,5-benzo-1,3,2-dioxaphospholanes.A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Branch, Russian Academy of Sciences, 420008 Kazan. Translated from Izvestiya Akademii Nauk, Seriya Khimicheskaya, No. 1, pp. 220–222, January, 1992.     

Stereochemistry of the formation of 2-alkyl-4,5-dimethyl-1,3,2-dioxaborinanes

It is demonstrated with the help of¹H and¹³C NMR spectroscopy and GLC that the formation of the stereoisomers of 2-alkyl-4,5-dimethyl-1,3,2-dioxaborinanes from 2-methyl-1,3-butanediol and acyclic boric acid esters occurs stereospecifically. This conclusion was confirmed by calculations of the optimal geometries and relative energies of the molecules of thecis-andtrans-isomers of model 4,5-dimethyl-1,3,2-dioxaborinanes and the proposed intermediate with a tetravalent boron atom using the method of molecular mechanics.A. V. Bogatskii Physicochemical Institute, National Academy of Sciences of Ukraine, Odessa 270080, Ukraine. Institute of Organic Chemistry, Ufa Science Center, Russian Academy of Science, Ufa 450054, Russia. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 400–404, March, 1998.