[A convenient synthesis of furans using bromacetyl-pyran-2-one].
Conversions of 3-bromacetyl-4-hydroxy-6-methyl-2H-pyran-2-ones (3beta-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.
Briel
D
D
Institut für Pharmazie - Pharmazeutische Chemie, Fakultät für Biowissenschaften, Pharmazie und Psychologie, Universität Leipzig, Brüderstr 34, 04103 Leipzig, Germany. briel@rz.uni-leipzig.de
Askar
G B
GB
Ortwein
J
J
Unverferth
K
K
D005663:Furans / Q000138:chemical synthesis*; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D011753:Pyrones / Q000737:chemistry*; D013055:Spectrophotometry, Infrared
D005663:Furans; D007202:Indicators and Reagents; D011753:Pyrones