Interconversion of caffeic acid and esculetin

Sumere, C. F. Van; Parmentier, F.; Poucke, M. Van

doi:10.1007/bf00594814

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Column Adsorption and Partition Chromatography1

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1964

1992

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Cited by 12 publications

(2 citation statements)

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“…A second, revised and enlarged edition of Stahl's laboratory handbook was published in 1969 (Springer-Verlag). General reviews (321,801,1345,1483) and reviews of applications for the organic chemist (1124), theory (1884), thinlayer densitometry (814), instrumentation (853), vapor-programmed TLC (322), and combination of planar chromatography with column chromatography (629) have been written. A laboratory experiment for student use concerning the TLC separation and spectrophotometric analysis of 0-and p-nitroaniline was described (606).…”

Section: Column Adsorption and Partition Chromatographymentioning

confidence: 99%

Chromatography

Zweig¹,

Sherma²

1972

Anal. Chem.

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Section: Column Adsorption and Partition Chromatographymentioning

confidence: 99%

Chromatography

Zweig¹,

Sherma²

1972

Anal. Chem.

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“…W. L. BUTLER u. a. [13] wiesen erstmalig auf diese Tatsache hin. Sie fanden Aesculetin im Papierchromatogramm eines Pflanzenextraktes, in dem es urspriinglich nicht enthalten war.…”

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Beiträge zum Verhalten und zur Bestimmung der Kaffeesäure. 1. Mitt. Zur Frage der Aesculetinbildung aus ihrem cis‐Isomeren. 1. Mitt. Zur Frage der Aesculetinbildung aus ihrem cis‐Isomeren

Voigt

Engst

1964

Nahrung

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Synthesis of Coumarins and Derivatives. Part 1. Biomimetic synthesis of esculetin and halogenated derivatives

Borges

Pinto

1992

Helvetica Chimica Acta

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Esculetin (1) and the novel compounds 5-chloroesculetin (5) and 5-bromoesculetin (6) were obtained from a light-induced cyclization of truns-caffeic acid (3) catalyzed by [FeNa(edta)] and/or H,SO,, HCI, or HBr (Scheme 1 ). The experimental conditions for trans-ci.s-isomerization of the cinnamic-acid derivative 3 and subsequent nonenzymatic cyclization were described. The photoperiod and the presence of air and iron-chelate catalyst are shown to be important parameters that markedly affect yields. The reactions probably occur by a free-radical mechanism involving a photo-initiated one-electron redox process (Scheme 2). ') Presented in part at

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Interconversion of caffeic acid and esculetin

Cited by 12 publications

References 3 publications

Chromatography

Chromatography

Beiträge zum Verhalten und zur Bestimmung der Kaffeesäure. 1. Mitt. Zur Frage der Aesculetinbildung aus ihrem cis‐Isomeren. 1. Mitt. Zur Frage der Aesculetinbildung aus ihrem cis‐Isomeren

Synthesis of Coumarins and Derivatives. Part 1. Biomimetic synthesis of esculetin and halogenated derivatives

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