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This article is cited in 3 scientific papers (total in 3 papers)
Chemo-, regio- and stereospecific non-catalytic addition of isonicotinic acid to, -acetylenic -hydroxy nitriles
B. A. Trofimova, A. G. Mal'kinaa, O. A. Shemyakinaa, V. V. Nosyrevaa, A. P. Borisovaa, O. N. Kazhevab, G. G. Alexandrovc, O. A. Dyachenkob
a A.E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, Irkutsk, Russian Federation
b Institute of Problems of Chemical Physics, Russian Academy of Sciences, Chernogolovka, Moscow Region, Russian Federation
c N.S. Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation
Abstract:
Isonicotinic acid is readily added to α,β-acetylenic γ-hydroxy nitriles through its nitrogen atom under mild non-catalytic conditions in water (50–55°C, 45–50h) to afford chemo-, regio- and stereospecifically 1-[(Z)-2-cyano-1-(1-hydroxy-1-alkylethyl)ethenyl]-pyridinium-4-carboxylates, densely functionalized derivatives of isonicotinic acid (45–90% yields). The structure and zwitterionic character of the adducts are proved by X-ray analysis.
Citation:
B. A. Trofimov, A. G. Mal'kina, O. A. Shemyakina, V. V. Nosyreva, A. P. Borisova, O. N. Kazheva, G. G. Alexandrov, O. A. Dyachenko, “Chemo-, regio- and stereospecific non-catalytic addition of isonicotinic acid to, -acetylenic -hydroxy nitriles”, Mendeleev Commun., 18:5 (2008), 278–280
Linking options:
https://www.mathnet.ru/eng/mendc3326 https://www.mathnet.ru/eng/mendc/v18/i5/p278
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