Eine neue Furansynthese aus Bromacetylpyran-2-on
Umsetzungen von 3-Bromacetyl-4-hydroxy-6-methyl-2H-pyran-2-on (3β-Brom-dehydroacetsäure) mit Aminen werden im starken Maße von der Art des Amins geprägt. Mit Anilin wird ein Dehydroacetsäure-Derivat erhalten. Mit Phenylethylamin in Aceton wird in einer
Ringumlagerungsreaktion ein basisch substituiertes Furan-2-on gebildet. Furan-2-one sind Butenolide und haben als Bestandteile von Naturstoffen Bedeutung.
A convenient synthesis of furans using bromacetylpyran-2-one
Conversions of 3-bromacetyl-4-hydroxy-6-methyl-2H-pyran-2-ones (3β-brom-dehydroacetic acids) with amines are highly influenced by the type of amine. In contrast to aniline, where a dehydroacetic acid derivative was obtained, utilization of phenylethylamine in acetone gave a rearrangement-reaction to a basically substituted furan-2-one. In natural products furan-2-ones as butenolides are of particular importance.
A convenient synthesis of furans using bromacetylpyran-2-one
Conversions of 3-bromacetyl-4-hydroxy-6-methyl-2H-pyran-2-ones (3β-brom-dehydroacetic acids) with amines are highly influenced by the type of amine. In contrast to aniline, where a dehydroacetic acid derivative was obtained, utilization of phenylethylamine in acetone gave a rearrangement-reaction to a basically substituted furan-2-one. In natural products furan-2-ones as butenolides are of particular importance.
Document Type: Short Communication
Affiliations: 1: Institut für Pharmazie – Pharmazeutische Chemie, Fakultät für Biowissenschaften, Pharmazie und Psychologie, Universität Leipzig, Brüderstr. 34, Leipzig, 04103, Germany, Email: [email protected] 2: Institut für Pharmazie – Pharmazeutische Chemie, Fakultät für Biowissenschaften, Pharmazie und Psychologie, Universität Leipzig, Leipzig, Germany 3: Biotie Therapies GmbH, Radebeul, Germany
Publication date: 01 July 2009
- Pharmazie is a leading journal in the field of pharmaceutical sciences. As a peer-reviewed scientific journal, Pharmazie is regularly indexed in the relevant databases like Web of science, Journal Citation Reports and many others. The journal is open for submissions from the whole spectrum of pharnaceutical sciences including Pharmaceutical Chemistry, Experimental and Clinical Pharmacology, Drug Analysis, Pharmaceutics, Pharmaceutical Biology, Clinical Pharmacy etc.
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