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3(2 H )Furanone derivatives. Ring‐chain tautomerism in the 1,3,4,6‐tetraketone series
Author(s) -
Poje M.,
Balenovic K.
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.5570160301
Subject(s) - tautomer , chemistry , ring (chemistry) , chain (unit) , stereochemistry , series (stratigraphy) , solvent , computational chemistry , organic chemistry , paleontology , physics , astronomy , biology
Ring‐chain tautomeric equilibria in the 1,3,4,6‐tetraketone series 1 have been examined and the identification of the chain‐form 2 and hydroxyfuranone 3 has been accomplished from 1 H‐nmr spectra; the relative contribution of the two depends on the structure and also on the solvent. Conversions of 1 into 3(2 H )furanones 4 and 5 involving the cyclic tautomer 3 are described.