I-83 ipso- and tele-Substitution in reactions of 3-chloro-1-ethyl-2-R-pyrazinium salts with C-nucleophiles [Electronic resource] / P. A. Slepukhin, G. L. Rusinov, V. N. Charushin, M. I. Kodess, O. N. Chupakhin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2003. - Vol. 52, № 3. - P689-694 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: The reactions of 2,3-dichloro- and 3-chloro-1-ethyl-2-morpholinopyrazinium tetrafluoroborates with compounds containing the active methylene group were studied. The reactions with malonodinitrile and cyanoacetic ester afford products of ipso-substitution at position 2, while 1,3-dicarbonyl compounds produce products of tele-substitution of the Cl atom at the C(3) atom due to the attack of a nucleophile to position 6 of the pyrazine cycle \\\\Expert2\\nbo\\Russian Chemical Bulletin\\2003, 52 (3), 689.pdf |
S 98 Synthesis and transformations of cyanomethyl-1,2,4,5-tetrazines [Electronic resource] / S. G. Tolshchina, R. I. Ishmetova, A. V. Ignatenko, A. V. Korotina, P. A. Slepukhin, V. N. Charushin // Chemistry of Heterocyclic Compounds. - 2013. - Vol.49, №4. - P604-617. - Библиогр.: с. 617 (18 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): S-TETRAZINE -- MALONODINITRILE -- NUCLEOPHILIC SUBSTITUTION Аннотация: Derivatives of s-tetrazine containing malonodinitrile, ethyl cyanoacetate, and 1,3-indanedione fragments were synthesized by the nucleophilic substitution of heterocyclic groups in 3,6-diazolyl-1,2,4,5-tetrazines. Coordination compounds of the cyanomethyltetrazine anion with Cu+, Mn2+, and the tetrathiafulvalene radical cation were obtained, and their structures were determined. A transformation of cyanomethyltetrazines to pyrrolo[1,2-b][1, 2, 4, 5]tetrazines catalyzed by metal cations was discovered \\\\expert2\\NBO\\Chemistry of Heterocyclic Compounds\\2013, v.49, N 4, p. 604-617.pdf |
R 30 Reactions of N-alkylazinium cations. 2. Reaction of quinoxalinium salts with malonodinitrile and cyanoacetic ester [Electronic resource] / V. N. Charushin, O. N. Chupakhin, G. M. Petrova, E. O. Sidorov, N. A. Klyuev, L. G. Egorova // Chemistry of Heterocyclic Compounds. - 1981. - Vol. 17, № 2. - P189-194. - Bibliogr. : p. 194 (12 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): N-ALKYLQUINOXALINLUM SALTS -- MALONODINITRILE -- CYANOACETIC ESTER CARBANIONS Аннотация: N-Alkylquinoxalinlum salts react with malonodinitrile and cyanoacetic ester carbanions to give addition products, which, due to favorably disposed CN groups and active CH centers, subsequently undergo intramolecular cyclization with the formation of a five-membered ring. \\\\expert2\\nbo\\Chemistry of Heterocyclic Compounds\\1981, v.17, N 2, p.189.pdf |