Rhodium-catalyzed synthesis of 2(5H)-furanones from terminal alkynes and non-substituted alkynes under water-gas shift reaction conditions |
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Authors: | Takashi Joh Hiroyuki Nagata Shigetoshi Takahashi |
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Affiliation: | The Institute of Scientific and Industrial Research, Osaka Universiry, Ibaraki, Osaka 567 Japan |
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Abstract: | Rhodium-catalyzed synthesis of 2(5H)-furanones from alkynes under water-gas shift reaction conditions was studied. By improving the reaction conditions for internal alkynes reported previously, the reaction could be extended to terminal alkynes. Terminal alkynes are selectively converted into 3- and 4-substituted 2(5H)-furanones (2 and 3). When acetylene itself is used, 2(5H)-furanone (2n) is obtained in a good yield. Examination of reaction solutions by IR spectroscopy and some other experimental findings suggest that the active species would be an alkyne-coordinated monomeric rhodium anion. A new reaction path is proposed. |
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Keywords: | Catalysis Furanone Oxygenate compounds Rhodium complexes Alkyne complexes |
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