3(2 H )Furanone derivatives. Ring‐chain tautomerism in the 1,3,4,6‐tetraketone series | Zendy

Poje M. | Zendy; Balenovic K. | Zendy

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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.

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