The reducive amination of phthalaldehyde by tetracarbonylhydridoferrate : Synthesis of 2-arylisoindoles |
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Authors: | Y. Watanabe S.C. Shim H. Uchida T. Mitsudo Y. Takegami |
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Affiliation: | Department of Hydrocarbon Chemistry, Faculty of Engineering, Kyoto University, Sakyo-ku, Kyoto 606, Japan |
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Abstract: | Phthalaldehyde reacted with primary amines in the presence of tetracarbonylhydridoferrate under mild conditions to give 2-substituted isoindoles and/or isoindolines in good to excellent yields. Aliphatic amines gave selectively the isoindolines but aromatic amines had a great tendency to the isoindoles. 2-(2-Tolyl)-, 2-(4-tolyl)-, 2-(4-methoxyphenyl)-, 2-(3-chlorophenyl)-, 2-(4-chlorophenyl)- and 2-(3,4-dichlorophenyl)-isoindole were prepared by this method. |
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