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- Title
Chemistry of iminofurans: XI. Synthesis, structure, and cyclization of 4-substituted 2-(aroylhydrazinylidene)-4-oxobutanoic acids.
- Authors
Igidov, N.; Kiselev, M.; Rubtsov, A.
- Abstract
Aromatic hydrazides reacted with 4-aryl-2-hydroxy-4-oxobut-2-enoic and 2-hydroxy-5,5-dimethyl- 4-oxohex-2-enoic acids to give 4-aryl-2-(2-aroylhydrazinylidene)-4-oxobutanoic and 5,5-dimethyl-2-(aroylhydrazinylidene)- 4-oxohexanoic acids. The products were found to exist in solution as mixtures of Z/ E-hydrazinylidene and cyclic dihydropyrazole tautomers, and they underwent intramolecular cyclization to 5-aryland 5- tert-butyl-3-(aroylhydrazinylidene)furan-2(3 H)-ones by the action of acetic anhydride.
- Subjects
FURANS synthesis; IMINO compounds; BUTANE; ISODIAZENES; ACETIC anhydride; DIHYDROPYRAZOLES; RING formation (Chemistry)
- Publication
Russian Journal of Organic Chemistry, 2016, Vol 52, Issue 4, p526
- ISSN
1070-4280
- Publication type
Article
- DOI
10.1134/S1070428016040084