Regiospecific Nucleophilic Attack at the γ‐Position of 1‐(2,6‐Dimethyl‐4‐oxo‐1,4‐dihydro‐1‐pyridyl)pyridinium Compounds; Novel Synthesis of 4‐Substituted Pyridines | Zendy

Katritzky Alan R. | Zendy; Beltrami Hector | Zendy; Keay James G. | Zendy; Rogers David N. | Zendy; Sammes Michael P. | Zendy; Leung Christopher W. F. | Zendy; Lee Cheuk Man | Zendy

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Regiospecific Nucleophilic Attack at the γ‐Position of 1‐(2,6‐Dimethyl‐4‐oxo‐1,4‐dihydro‐1‐pyridyl)pyridinium Compounds; Novel Synthesis of 4‐Substituted Pyridines

Author(s) -

Katritzky Alan R.,

Beltrami Hector,

Keay James G.,

Rogers David N.,

Sammes Michael P.,

Leung Christopher W. F.,

Lee Cheuk Man

Publication year - 1979

Publication title -

angewandte chemie international edition in english

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 0570-0833

DOI - 10.1002/anie.197907922

Subject(s) - pyridinium , steric effects , chemistry , nucleophile , medicinal chemistry , position (finance) , pyridine , stereochemistry , combinatorial chemistry , organic chemistry , catalysis , finance , economics

Syntheses of 4‐substituted pyridines (3) are always of interest. In the pyridinium ion (1) positions 2 and 6 are sterically shielded; it therefore reacts at the activated position 4 with C, N and S nuleophiles in high yields to give (2) , which is readily cleaved to (3) and (4) , or decomposes to these products.

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