94398-36-4Relevant academic research and scientific papers
One-step synthesis of 1,4-bis(het)arylisoquinolines by the reaction of 1,2,4-triazines with arynes
Kopchuk, Dmitry S.,Nikonov, Igor L.,Khasanov, Albert F.,Gundala, Sravya,Krinochkin, Alexey P.,Slepukhin, Pavel А.,Zyryanov, Grigory V.,Venkatapuram, Padmavathi,Chupakhin, Oleg N.,Charushin, Valery N.
, p. 978 - 984 (2019/11/16)
[Figure not available: see fulltext.] The reaction of 3,6-bis(het)aryl-1,2,4-triazines (hetaryl ≠ 2-pyridyl) with aryne intermediates generated in situ was studied. As a result, novel 1,4-bis(het)arylisoquinolines were synthesized with yields of up to 45%. The main rules of the reactions were studied, and the obtained experimental data were compared with those described in the literature.
Direct introduction of acetylene moieties into azines by SNH methodology
Prokhorov, Anton M.,Makosza, Mieczys?aw,Chupakhin, Oleg N.
supporting information; experimental part, p. 1444 - 1446 (2009/05/31)
The N-oxides of azines 1a-g react with lithium and/or potassium acetylides to give the corresponding ethynylazines 2a-g. Reaction with lithium acetylide requires subsequent acylation of the intermediate anionic adduct for rearomatization whereas in the case of potassium acetylide, auto-aromatization takes place.
CuCl2 induced reactions of 6-ethynyl- and 6-cyano-5-aryl-2,2′-bipyridines with various N- and O-nucleophiles in comparison with the reactions of relative 1,2,4-triazines
Prokhorov, Anton M.,Slepukhin, Pavel A.,Kozhevnikov, Dmitry N.
, p. 1886 - 1894 (2008/09/18)
Meanwhile 5-aryl-6-cyano-2,2′-bipyridines are very stable towards various nucleophiles, addition copper(II) chloride to the reactional mixture facilitates nucleophilic addition to the cyano group dramatically. The cyanobipyridines react easily with water, methanol, ethanolamine in the presence of CuCl2 yielding well-crystallized complexes containing carboxylates, carboximidates or carboxamidines as ligands. 5-Cyano-1,2,4-triazines are more active in the reactions due to higher electron-withdrawing properties of this heterocycle. Due to the same reason acetylene moiety of 5-ethynyl-3-pyridyl-1,2,4-triazine adds water quite easily but in the presence of copper chloride as well.
STUDIES ON as-TRIAZINE DERIVATIVES. V. SYNTHESIS AND HYDRATION OF ALKYNYL-1,2,4-TRIAZINES
Konno, Shoetsu,Fujimura, Satoshi,Yamanaka, Hiroshi
, p. 2245 - 2248 (2007/10/02)
Palladium catalyzed cross-coupling reaction of 3- and 5-iodo-as-triazines with monosubstituted acetylenes gave the corresponding alkynyl-as-triazines in good yields.The hydration of 3- and 5-trimethylsilylethynyl-as-triazines thus obtained in the presence
