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Pyridazines. XXIII . A novel pyridazine into pyrazole ring transformation
Author(s) -
Heinisch Gottfried,
Waglechner Richard
Publication year - 1984
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.5570210631
Subject(s) - pyridazine , chemistry , pyrazole , ring (chemistry) , transformation (genetics) , combinatorial chemistry , stereochemistry , medicinal chemistry , organic chemistry , biochemistry , gene
Treatment of phenyl(4‐pyridazinyl)methanols 1a and 1b with p ‐toluenesulfonic acid at elevated temperatures causes transformation into the C‐4 substituted pyrazole derivatives 8a and 8b . Limitations of this novel rearrangement reaction as well as mechanistic considerations are discussed. Furthermore, the preparation of hitherto unknown 4‐pyridazinylmethanols 1b , 3 , and 7 is described.