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Synthesis of imidazo[1,2‐ a ] pyridinium salts from 2‐alkylaminopyridines. A reexamination
Author(s) -
Kuhla Donald E.,
Watson H. A.
Publication year - 1978
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570150716
Subject(s) - chemistry , pyridinium , tautomer , ring (chemistry) , alkyl , pyridinium compounds , medicinal chemistry , stereochemistry , organic chemistry
1‐Alkyl‐2‐hydroxy‐2,3‐dihydroimidazo [1,2‐ a ] pyridinium salts (III) have been identified as isolatable intermediates in the synthesis of 1‐alkylimidazo[1,2‐ a ] pyridinium salts (II) from 2‐alkylaminopyridines and α‐haloketones. Spectral data suggest that these intermediates exist exclusively as the cyclic ring tautomers III rather than chain tautomers VI.