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Tetronic acids and derivatives. Part V . Synthesis of 5‐hydroxy‐1 H ‐pyrazoles via 4‐hydrazino‐5 H ‐furan‐2‐ones. Reaction of hydrazines on tetronic acids
Author(s) -
Gelin Suzanne,
Pollet Patrick
Publication year - 1979
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.5570160319
Subject(s) - chemistry , furan , pyrazole , alkyl , base (topology) , medicinal chemistry , stereochemistry , organic chemistry , mathematical analysis , mathematics
The conversion of tetronic acids 1 to 3(1‐hydroxy alkyl)‐5‐hydroxy‐1 H ‐pyrazole derivatives 3, 5, 7 and 12 is described. The formation is shown to proceed via base‐catalyzed rearrangement of the intermediate 4‐hydrazino‐5 H ‐furan‐2‐one derivatives.