A 10 A Simple Method for Amination of 1,2,4-triazin-3(2H)-ones [Text] : доклад, тезисы доклада / O. N. Chupakhin, T. L. Pilicheva, G. V. Zyryanov, I. N. Egorov, V. L. Rusinov // International Memorial I.Postovsky Conference on Organic Chemisty, Ekaterinburg, March 17-20, 1998 : program and abstracts. - Ekaterinburg, 1998. - P148 Рубрики: ХИМИЧЕСКИЕ НАУКИ |
H 10 H-1 and C-13-NMR investigations on-adduct formation of 1,2,4-triazine 4-oxides and 3-chloro-6-phenyl-1,2,4-triazine with liquid ammonia and alkylamines [Text] / A. Rykowski, O. N. Chupakhin, D. N. Kozhevnikov, V. N. Kozhevnikov, V. L. Rusinov, der Plas H. C. Van // Heterocycles. - 2001. - Т. 55, № 1. - P127-133 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: 1H- and 13C-NMR spectra of the ?-adducts formed between 6-phenyl-1,2,4-triazine 4-oxide (1a), 3-ethyl-6-phenyl-1,2,4-triazine 4-oxide (1b) and liquid ammonia, methylamine or dimethylamine are described, together with 1H NMR spectra of 3-chloro-6-phenyl-1,2,4-triazine (7) in liquid ammonia. The results of the NMR study have shown that the carbon C-5 in 1a-b and 7 is the preferred site for nucleophilic attack by liquid ammonia and alkylamines at low temperatures (from -75° to -20°C). The ?-adduct (5e) formed between 1a and dimethylamine at -75°C on heating to -20°C irreversibly converts to open-chain product (3a), via intermediary C-3 ?-adduct (6). The amination of 7 into 3-amino-6-phenyl-1,2,4-triazine (10) occurs via SN(AE) mechanism involving the isomerisation of the C-5 ?-adduct (8) into the C-3 ?-adduct (9) as confirmed by a 15N study with labeled liquid ammonia. |
Z 99 [1,5]Sigmatropic shift of hydrogen in amination of 3-pyrrolidino-1,2,4- triazine 4-oxide [Text] / O. N. Chupakhin, V. N. Kozhevnikov, D. N. Kozhevnikov, V. L. Rusinov // Tetrahedron Letters. - 1999. - Vol. 40, № 33. - P6099-6100. - Bibliogr. : p. 6100 (11 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): AMINATION -- DERIVATIVE -- PYRROLIDINE DERIVATIVE -- TRIAZINE DERIVATIVE Аннотация: The reaction of 3-pyrrolidino-1,2,4-triazine 4-oxide with ammonia leads to the product of tele-substitution of pyrrolidine - 5-amino-1,2,4-triazine 4-oxide. Sigmatropic shift of hydrogen postulated for such reactions has been proved by isolation of key intermediates. |
T 86 Trialkyl borate assisted amination of fluorinated 1,3-diketones for synthesis of N,N?-1,2-phenylen-bis(beta-aminoenones) and their Ni(II), Cu(II) and Pd(II) complexes [Text] / D. L. Chizhov, M. G. Pervova, M. A. Samorukova, E. F. Khmara, V. I. Filyakova, V. I. Saloutin, V. N. Charushin // Journal of Fluorine Chemistry. - 2011. - Vol. 132, № 6. - P394-401. - Bibliogr. : p. 401 (19 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: An effecient synthetic method for fluorinated tridentate ?-aminoenones and tetradentate bis(?-aminoenones) via amination of fluorinated 1,3-diketones with o-phenylenediamine in the presence of trialkyl borates was developed. Ni(II), Cu(II) and Pd(II) complexes with tetradentate bis(?-aminoenones) were obtained. Their gaschromatographic behaviour and main fragmentation paths in the electron ionization mass spectra were described \\\\Expert2\\nbo\\Journal of Fluorine Chemistry\\2011, v. 132, p.394.pdf |
H 99 Hypervalent Iodine(III) in Direct Oxidative Amination of Arenes with Heteroaromatic Amines [Electronic resource] / S. Manna, P. O. Serebrennikova, I. A. Utepova, A. P. Antonchick, O. N. Chupakhin // Organic Letters. - 2015. - Vol. 17, № 18. - С. 4588-4591. - Bibliogr. : p. 4591 (15 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): N BOND FORMATION -- CROSS-COUPLING REACTIONS -- C-H AMINATION Аннотация: A novel, mild, and practical method of amination of simple nonfunctionalized arenes under metal free conditions has been developed. The approach allows coupling of electron-rich arenes with amino derivatives of electron-deficient heterocycles providing rapid access to scaffolds of bioactive compounds and is based on the application of the hypervalent iodine(III) reagent as an oxidant. Regioselective functionalization of C-H bonds of arenes by the formation of C-N bonds under organocatalytic conditions was demonstrated. \\\\expert2\\nbo\\Organic Letters\\2015, v.17, N 18, p.4588-4591.pdf |
Radical C–H amination of cyclic nitrones enabled by iodine catalysis / А. A. Akulov, M. V. Varaksin, A. A. Nelyubina [et al.] // Современные синтетические методологии для создания лекарственных препаратов и функциональных материалов : сборник тезисов VI Международной конференции. - Екатеринбург, 2022. - Ст. I-31. - P82 Рубрики: ХИМИЧЕСКИЕ НАУКИ ЗДРАВООХРАНЕНИЕ. МЕДИЦИНСКИЕ НАУКИ |