The electron‐impact promoted fragmentation of aurone epoxides
- 1 February 1972
- journal article
- Published by Wiley in Journal of Mass Spectrometry
- Vol. 6 (2) , 199-210
- https://doi.org/10.1002/oms.1210060210
Abstract
The mass spectra of six aurone epoxides have been rationalized with the aid of high resolution mass spectrometry and metastable ion evidence. These compounds fragment in a well defined manner and mechanisms are proposed for the formation of their characteristic ions. Some similarity was observed between the mass spectra of 6‐methoxyaurone epoxide (II), 4‐hydroxy‐7‐methoxy‐3‐phenylcoumarin (VII) and 7‐methoxyflavonol (IX). The possibility that VII and IX are intermediates in the fragmentation of epoxide II is discussed. Thermal rearrangement of aurone epoxide II was shown to yield the corresponding flavonol IX and coumarin VII.Keywords
This publication has 13 references indexed in Scilit:
- Flavanoid epoxides—XITetrahedron, 1971
- Mass spectrometry in structural and stereochemical problems—CLXXVIII: The electron-impact promoted fragmentation of 1,2-cyclohexene oxideJournal of Mass Spectrometry, 1969
- Mass Spectrometric Studies of α, β-EpoxyketonesBulletin of the Chemical Society of Japan, 1968
- Versuche mit Epoxiden, IV. Untersuchungen mit Cumaranon‐epoxidenEuropean Journal of Inorganic Chemistry, 1966
- Flavanoid epoxides—ITetrahedron, 1966
- Flavanoid epoxides—IITetrahedron, 1966
- Mass spectra of aromatic epoxides: Cases of alkyl and aryl migration.Tetrahedron Letters, 1966
- The mass spectra of oxygen heterocycles. II. The mass spectra of some flavonoidsJournal of Heterocyclic Chemistry, 1965
- The mass spectra of oxygen heterocycles I. The 4‐hydroxy‐3‐phenylcoumarins (isoflavonols)Journal of Heterocyclic Chemistry, 1965
- Studies of the structure of scandeninTetrahedron Letters, 1964