SOME REACTIONS OF PYRIDINIUM SALTS DERIVED FROM TRICHLOROMETHYLARENES WITH N- AND C-NUCLEOPHILES

Authors

  • Л. И. Беленький N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
  • И. С. Поддубный N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
  • С. И. Луйксаар N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
  • М. М. Краюшкин N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

DOI:

https://doi.org/10.1007/387

Keywords:

trichloromethylbenzene, 4-substituted pyridines, N- and C-nucleophiles, piperidine, N-(4-pyridyl)pyridinium salts, 4-chloropyridinium salts, N-(, -dichlorobenzyl)pyridinium salts, N, N'-(-chlorobenzylidene)bispyridinium salts, 1-trichloromethyl-2, 4, 6-tri

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-(a,a-Dichlorobenzyl)pyridinium and N,N'‑(a‑chlorobenzylidene)bispyridinium salts obtained from trichloromethylbenzene do not undergo hetarylation.

Authors: L. I. Belen'kii, I. S. Poddubnyi, S. I. Luiksaar, and M. M. Krayushkin.

English Translation in Chemistry of Heterocyclic Compounds, 2000, 36 (10), pp 1172-1176

http://link.springer.com/article/10.1023/A%3A1002816615941

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Published

2013-03-12

Issue

No. 10 (2000)

Section

Original Papers