SNH methodology and new approaches to condensed heterocyclic systems
V. N. Charushin and O. N. Chupakhin
Institute of Organic Synthesis, Ural Branch of the
Russian Academy of Sciences, S. Kovalevskaya st. 20, 620219, Ekaterinburg,
Russia
Abstract: The review surveys the reactions of electron-deficient
azaaromatic compounds with mono- and bifunctional nucleophilies in which
a nucleophilic attack at the unsubstituted CH carbon of an aromatic
ring is one of the key steps. Use of the SNH
methodology for the synthesis of fused heterocyclic systems by means
of nucleophilic addition �addition AN�AN,
addition �substitution of hydrogen AN�SNH,
tandem substitution of hydrogen SNH�SNH,
and other strategies will be discussed. Intramolecular SNH reactions
will also be considered as effective synthetic tools to obtain condensed
heterocyclic systems.
*Plenary lecture presented at the XVII Mendeleev Congress on General and Applied Chemistry, Kazan, Tatarstan, Russia, 21 -26 September 2003. Other presentations are published in this issue, pp. 1605-1798.
