C 73 Combination of the Suzuki–Miyaura cross-coupling and nucleophilic aromatic substitution of hydrogen (HSN) reactions as a versatile route to pyrimidines bearing thiophene fragments / E. V. Verbitskiy, E. M. Cherprakova, P. A. Slepukhin, M. I. Kodess, M. A. Ezhikova, M. G. Pervova, G. L. Rusinov, O. N. Chupakhin, V. N. Charushin> // Tetrahedron. - 2012. - Vol.68, №27-28. - С. 5445-5452 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): SUZUKI–MIYAURA -- CROSS-COUPLING -- PYRIMIDINES Аннотация: It has been shown that combination of the Suzuki–Miyaura cross-coupling and nucleophilic aromatic substitution of hydrogen is a versatile method for the synthesis of 4-(thiophen-2-yl)-, 5-(thiophen-2-yl)-, and 4,5-di(thiophen-2-yl) substituted pyrimidines from the commercially available 5-bromopyrimidine. The HSN (AE)- and HSN (AO)-reactions of 5-bromopyrimidine with thiophene and 2-bromothiophene have been studied by gas–liquid chromatography/mass-spectrometry. The structures of intermediate σH-adducts, as well as thiophene-(thiophenyl)pyrimidine and bithiophene-(thiophenyl)pyrimidine dyads have first been established by X-ray crystallography analysis \\\\Expert2\\nbo\\Tetrahedron\\2012, v. 68, p. 5445.pdf |
S 98 Synthesis of photochromic 6-aryl-substituted bis(benzothiophenyl)- perfluorocyclopentenes by the Suzuki-Miyaura cross-coupling [Электронный ресурс] / M. M. Krayushkin, A. M. Bogacheva, K. S. Levchenko, O. I. Kobeleva, T. M. Valova, V. A. Barachevskii, J. L. Pozzo, V. N. Charushin> // Mendeleev Communications. - 2013. - Vol.23, №2. - P78-80 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): SYNTHESIS -- PHOTOCHROMIC -- CROSS-COUPLING Аннотация: The Suzuki cross-coupling of 1,2-bis(6-iodo-2-methylbenzo[b]thiophen-3-yl) hexafluorocyclopentene and (het)arylboronic acids depending on the reaction conditions affords bis- or mono-adducts. The latter on next cross-coupling with different boronic acid give unsymmetrical dihetarylethenes. Spectral-kinetic studies of the photoinduced cyclization of the compounds obtained were performed \\\\Expert2\\NBO\\Mendeleev Communications\\2013, v.23, p. 78.pdf |