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This article is cited in 45 scientific papers (total in 45 papers)
N-Acylpyridinium Salts and Corresponding Fused Benzo-derivatives
A. K. Sheinkmana, S. I. Suminovb, A. N. Kostc a Donetsk State University
b Karpov Institute of Physical Chemistry, Moscow
c Lomonosov Moscow State University
Abstract:
Published information on the preparation, structure, and reactions of N-acylpyridiniurn salts and the corresponding benzo-derivatives is summarised. They comprise purely ionic structures with the acyl group attached to the nitrogen atom, which bears a positive charge (partly delocalised through the ring), and a halide counter-ion. In individual cases (quinolinium and isoquinolinium) the electron of the anion may be transferred to a non-bonding orbital of the heterocycle with formation of a charge-transfer complex. N-Acylated heterocyclic cations contain more than one reaction centre, and are capable of trans-acylation, ring opening, hetarylation, one-electron reduction, etc. Processes involving hetarylation are especially interesting, and permit the preparation of various difficultly accessible derivatives of pyridine, quinoline, isoquinoline, and acridine. A list of 419 references is included.
Citation:
A. K. Sheinkman, S. I. Suminov, A. N. Kost, “N-Acylpyridinium Salts and Corresponding Fused Benzo-derivatives”, Usp. Khim., 42:8 (1973), 1415–1450; Russian Chem. Reviews, 42:8 (1973), 642–661
Linking options:
https://www.mathnet.ru/eng/rcr2646https://doi.org/10.1070/RC1973v042n08ABEH002699 https://www.mathnet.ru/eng/rcr/v42/i8/p1415
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