Abstract
The reaction of N-(4-pyridyl)pyridinium and 4-chloropyridinium salts obtained from 1-trichloromethyl-2,4,6-trimethylbenzene and pyridine with N-nucleophiles such as piperidine and morpholine and with C-nucleophiles such as N,N-dimethylaniline and indole proceeds through hetarylation and gives the corresponding 4-substituted pyridines. N-(α,α-Dichlorobenzyl)pyridinium and N,N'-(α-chlorobenzylidene)bispyridinium salts obtained from trichloromethylbenzene do not undergo hetarylation.
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Belen'kii, L.I., Poddubnyi, I.S., Luiksaar, S.I. et al. Some Reactions of Pyridinium Salts Derived from Trichloromethylarenes with N- and C-Nucleophiles. Chemistry of Heterocyclic Compounds 36, 1172–1176 (2000). https://doi.org/10.1023/A:1002816615941
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DOI: https://doi.org/10.1023/A:1002816615941