A novel non photochemical ring contraction of 4‐pyrones to cyclopent‐2‐enones | Zendy

Jakopčic K. | Zendy; Kojić J. | Zendy; Orhanović Z. | Zendy; Stiplošek Z. | Zendy; Nagl A. | Zendy; Hergold A. | Zendy

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A novel non photochemical ring contraction of 4‐pyrones to cyclopent‐2‐enones

Author(s) -

Jakopčic K.,

Kojić J.,

Orhanović Z.,

Stiplošek Z.,

Nagl A.,

Hergold A.

Publication year - 1992

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.5570290118

Subject(s) - chemistry , cyclopentenone , contraction (grammar) , ring (chemistry) , stereochemistry , medicinal chemistry , organic chemistry , medicine

Unlike comenic acid or most other 4‐pyrones, methyl or ethyl comenate reacts with aromatic amines under mild conditions in the sense of ring contraction to 3‐arylamino‐2,4‐dihydroxy‐2‐cyclopentenone‐4‐carboxylates. The structure of the new cyclopentenone derivatives were determined from their characteristic spectroscopic behaviour and was confirmed by X‐ray crystallographic studies of compound Vb .

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