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1.
V. F. Mironov E. N. Varaksina A. A. Shtyrlina A. T. Gubaidullin N. M. Azancheev R. S. Musin I. A. Litvinov A. I. Konovalov 《Russian Journal of General Chemistry》2006,76(3):391-411
It was shown for the first time that 3-chloro-, 3-bromo-, and 3-iodopropynes can react with 2,2,2-trichloro-, 2,2,2-trichloro-5-methyl-, and 5,6-dibromo-2,2,2-trichloro-1,3,2λ5-benzodioxaphospholes to give derivatives of 4-(halomethyl)-2-chloro-2H-1,2λ5-benzoxaphosphinin-2-ones. The reaction involves nonselective chlorination of the phenylene substituent in different positions, and the resulting isomer ratio is temperature-dependent. In the reactions of 3-bromo-and 3-iodopropynes with 2,2,2-trichloro-1,3,2λ5-benzo-dioxaphosphole, a side process takes place, viz. nucleophilic substitution of bromine and iodine with chlorine. The structure of some of the prepared 4-(chloromethyl)-1,2-benzoxaphosphinines was studied by means of X-ray diffraction. 相似文献
2.
I. A. Nuretdinov V. A. Mamedov E. V. Bayandina L. K. Nikonorova A. A. Shtyrlina A. E. Arbuzov 《Phosphorus, sulfur, and silicon and the related elements》2013,188(1-4)
Abstract The reaction of the derivatives of 3-phenyl-3-chloro-2-oxopropionic acid with the trivalent phosphorus compounds has been studied. The esterification or amidation of this acid have been shown to influence the course of reaction with Ph3P. In the reaction with esters enolphosphonium salts are produced, ketophosphonium salts are obtained when amides are involved. Properties of these compounds have also been studied in the Wittig reaction. 3-(α-chlorobenzyl)-2-oxoquinoxaline which reacted with trialkyl phosphates (Arbuzov reaction) has been synthesized. These phosphonates are obtained in nearly quantitative yields, in alkaline conditions (Horner-Emmons reaction) they react smoothly with aromatic aldehydes to give the substituted vinylyuinoxalines. 相似文献
3.
V. F. Mironov A. V. Bogdanov A. V. Nemtarev A. A. Shtyrlina E. N. Varaksina V. K. Cherkasov A. B. Dobrynin D. B. Krivolapov R. Z. Musin I. A. Litvinov A. I. Konovalov 《Russian Chemical Bulletin》2007,56(9):1900-1910
The reactions of 3,5-di(tert-butyl)-1,2-benzoquinone with aryl-and alkylacetylenes in the presence of phosphorus trichloride afford 4-aryl(alkyl)-8-tert-butyl-2,6-dichloro-2-oxo-2H-benzo[e][1,2]oxaphosphinines as the major ipso-substitution products of the tert-butyl group by the chlorine atom. 4-Aryl(alkyl)-6,8-di(tert-butyl)-2,5-dichloro-2-oxo-and 4-aryl(alkyl)-6-tert-butyl-2,8-dichloro-2-oxo-2H-benzo[e][1,2]oxaphosphinines were obtained as the minor products. The structures of the stable representatives of this series were
confirmed by X-ray diffraction.
Dedicated to Academician G. A. Abakumov on the occasion of his 70th birthday.
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 9, pp. 1836–1845, September, 2007. 相似文献
4.
The New Data for the Reaction of Arylenedioxy Trihalogenophosphoranes with Alkyl- and Arylacetylenes
Vladimir F. Mironov Alfiya A. Shtyrlina Ravil R. Petrov Tamara A. Baronova Fedor F. Alekseev Elena N. Varaksina 《Phosphorus, sulfur, and silicon and the related elements》2013,188(6-7):1381-1385
The new data concerning the reaction between substituted arylenedioxy trihalogenophosphoranes and monoalkyl- or arylacetylenes are summarized. The reaction leads to formation of six-membered heterocycles-2-oxo-4-R-benzo[ e ]-1,2-oxaphosphorin-3-enes. The substituent effects in the phosphorane and acetylene molecules on the ipso -substitution and halogenation regiochemistry are discussed. The ipso -substitution of tert -butyl group on chlorine and the exchange of bromine on chlorine and iodine on hydrogen have been observed, along with formation of benzophosphorines. The interaction of tetrachloro- ortho -benzoquinone with phosphorus trichloride and arylacetylenes is proposed as a new modification of the reaction leading to the formation of benzo[ e ]-1,2-oxaphosphorines. The structures of some benzo[ e ]-1,2-oxaphosphorines are determined by the single crystal X-ray diffraction. 相似文献
5.
A. A. Shtyrlina K. M. Enikeev E. V. Bayandina I. É. Ismaev A. V. Il'yasov I. A. Nuretdinov 《Russian Chemical Bulletin》1985,34(8):1718-1722
Conclusions N-Ethyl-N-propargylethyl(phenyl)phosphonamidic, -phosphonamidothioic, and -phosphonamidoselenoic chlorides were obtained.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 8, pp. 1869–1872, August, 1985. 相似文献
6.
V. F. Mironov A. A. Shtyrlina E. N. Varaksina Yu. Ya. Efremov A. I. Konovalov 《Russian Journal of Organic Chemistry》2004,40(12):1798-1803
2,2,2-Trichloro-4-fluoro-1,3,25-benzodioxaphosphole reacts with phenylacetylene to give 2,7-dichloro-5-fluoro-4-phenyl-2H-1,25-benzoxaphosphinine 2-oxide. Hydrolysis of the latter leads to opening of the oxaphosphinine ring with formation of (E)-2-(4-chloro-2-fluoro-6-hydroxyphenyl)-2-phenylethenylphosphonic acid.__________Translated from Zhurnal Organicheskoi Khimii, Vol. 40, No. 12, 2004, pp. 1846–1851.Original Russian Text Copyright © 2004 by Mironov, Shtyrlina, Varaksina, Efremov, Konovalov. 相似文献
7.
Mironov V. F. Petrov R. R. Shtyrlina A. A. Litvinov I. A. Gubaidullin A. T. Varaksina E. N. Konovalov A. I. 《Russian Chemical Bulletin》2001,50(4):693-696
The reaction of 4,6-bis(tert-butyl)-2,2,2-trichlorobenzo[d]-1,3,2-dioxaphosphole with phenylacetylene follows the mechanism of ipso-substitution of the tert-butyl group that is in para-position relative to the endocyclic O atom of the heterocycle, predominantly yielding 8-(tert-butyl)-2,6-dichloro-2-oxo-4-phenylbenzo[e]-1,2-oxaphosphorinine (NMR data). The structure of its hydrolysis product, 8-(tert-butyl)-6-chloro-2-hydroxy-2-oxo-4-phenylbenzo[e]-1,2-oxaphosphorinine, was proved by X-ray diffraction analysis. 相似文献
8.
9.
V. F. Mironov A. V. Nemtarev E. N. Varaksina A. A. Shtyrlina A. T. Gubaidullin I. A. Litvinov A. B. Dobrynin 《Russian Journal of Organic Chemistry》2014,50(6):864-887
Reactions of 5-tert-butyl-2,2,2-trichloro-, 2,2,2-tribromo-5-tert-butyl-, and 2,2-dibromo-5-tert-butyl-2-fluoro-1,3,2λ5-benzodioxaphospholes with aryl- and alkylacetylenes lead to quantitative formation of 2-halo-1,2λ5-benzoxaphosphinine 2-oxides which may be regarded as phosphorus analogs of natural heterocyclic compounds, coumarin and chromene. The major products (>70%) are 4-aryl-7-tert-butyl-2,6-dichloro-, 4-aryl-2-bromo-7-tert-butyl-, and 4-aryl-7-tert-butyl-2-fluoro-1,2λ5-benzoxaphosphinine 2-oxides. Hydrolysis of these compounds and their treatment with amines gives the corresponding 2-hydroxy and 2-amino derivatives, as well as ammonium salts. The structure of some compounds was proved by X-ray analysis. 相似文献
10.