Efficient synthesis of 2,6-dioxo-1,2,3,4,5,6-hexahydroindoles based on the synthesis and reactions of (2,4-dioxocyclohex-1-yl)acetic acid derivatives |
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| Authors: | Benard Juma Alexander Villinger |
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| Institution: | a Institut für Chemie, Universität Rostock, Albert-Einstein-Str. 3a, 18059 Rostock, Germany
b Leibniz-Institut für Katalyse e. V. an der Universität Rostock, Albert-Einstein-Str. 29a, 18059 Rostock, Germany |
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| Abstract: | Acetal-protected (2,4-dioxocyclohex-1-yl)acetic acid derivatives were prepared by the allylation of dilithiated 1,3-cyclohexane-1,3-diones, by the protection of the carbonyl groups and by the oxidation of the alkene. The products were then transformed, by amide formation and subsequent cyclization, into 2,6-dioxo-1,2,3,4,5,6-hexahydroindoles, which represent important intermediates for the synthesis of various alkaloids. |
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| Keywords: | Cyclizations Dianions N-Heterocycles Indoles Oxindoles |
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