ipso- and tele-Substitution in reactions of 3-chloro-1-ethyl-2-R-pyrazinium salts with C-nucleophiles

ipso- and tele-Substitution in reactions of 3-chloro-1-ethyl-2-R-pyrazinium salts with C-nucleophiles / 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. - P. 689-694.

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2003

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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