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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

✍ Scribed by Benard Juma; Muhammad Adeel; Alexander Villinger; Peter Langer

Publisher: Elsevier Science
Year: 2008
Tongue: French
Weight: 177 KB
Volume: 49
Category: Article
ISSN: 0040-4039
DOI: 10.1016/j.tetlet.2008.02.027

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✦ Synopsis

Acetal-protected (2,4-dioxocyclohex-1-yl)acetic acid derivatives were prepared by the allylation of dilithiated 1,3-cyclohexane-1,3diones, 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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