NMR.‐Untersuchungen an einfachen Furenidonsystemen. Synthese des unsubstituierten Δ 2 ‐Furenidons‐(4) («β‐Hydroxyfuran») | Zendy

Hofmann A. | Zendy; v. Philipsborn W. | Zendy; Eugster C. H. | Zendy

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NMR.‐Untersuchungen an einfachen Furenidonsystemen. Synthese des unsubstituierten Δ 2 ‐Furenidons‐(4) («β‐Hydroxyfuran»)

Author(s) -

Hofmann A.,

v. Philipsborn W.,

Eugster C. H.

Publication year - 1965

Publication title -

helvetica chimica acta

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.74

H-Index - 82

eISSN - 1522-2675

pISSN - 0018-019X

DOI - 10.1002/hlca.19650480613

Subject(s) - chemistry , tautomer , ketone , hydrolysis , lactone , stereochemistry , medicinal chemistry , organic chemistry

The parent compound of the Δ 2 ‐furenidones‐(4) (= «β‐hydroxyfurans») has been prepared by mild hydrolysis of β‐methoxyfuran. It is not a phenolic substance, but exists as the tautomeric α,β‐unsaturated ketone (or vinylogous lactone), as shown by UV.‐, IR.‐ and NMR.‐spectra. The synthesis of 3‐acetyl‐Δ 2 ‐furenidone‐(4) is described and the chemical and physical properties of this compound are compared with those of isomaltol.

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