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I. V. Barinov, V. A. Chertkov

The electrophylic substitution in 4-phenyl-4H-cyclopenta[c]cinnoline

Abstract

4-Phenyl-4H-cyclopenta[c]cinnoline (4) reacts with trifluoroacetic anhydride, N-chlorosuccinimide and p-tolyldiazonium tetrafluoroborate to give the mixture and 3-substituted derivatives. Compounds (4) reacts with a N-bromosuccin-imide and tetranitrometane to give only the 1-substituted compounds. The 1- or 3-monosubstituted compounds reacts with excess of corresponding reagent to give the disubstituted compounds. A series ab initio and DFT calculation of possible cationic intermediates of (4) and its analogues and parent system have been made.
Moscow University Chemistry Bulletin.
2003, Vol. 44, No. 6, P. 385
   

Copyright (C) Chemistry Dept., Moscow State University, 2002
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