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ChemInform Abstract: Reaction of (Dimethylvinylidene)carbene with Indole-3-carbaldehyde and Its Application in the Synthesis of β-(Dehydroprenyl)indole-Based Natural Products.

✍ Scribed by Jyh-Horng Sheu; Chun-An Chen; Buo-Horng Chen

Publisher: John Wiley and Sons
Year: 2010
Weight: 33 KB
Volume: 30
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199921213

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✦ Synopsis

Reaction of (Dimethylvinylidene)carbene with Indole-3-carbaldehyde and Its Application in the Synthesis of β-(Dehydroprenyl)indole-Based Natural Products.

-Vinylidenecarbene, prepared in situ from alkyne (II), reacts with indole (I), bearing an electron-withdrawing substituent on the double bond, to give various dehydroprenyl-based indoles. The indole natural products yuehchukene (VI) and murrapanine (VIII) are synthesized using this reaction as key step.

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