2-Thioindoles as Precursors to Spiro-Fused Indolines: Synthesis of (±)-Dehaloperophoramidine

2-Thioindoles as Precursors to Spiro-Fused Indolines: Synthesis of (±)-Dehaloperophoramidine

Closing the ring: The cyclization of a 2‐thioindole with an electrophilic substituent serves as the key transformation in a synthetic strategy for the generation of indole alkaloids of the perophoramidine and communesin class. DBU=1,8‐diazabicyclo[5.4.0]undec‐7‐ene, Ms=methanesulfonyl chloride....

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Veröffentlicht in:Angewandte Chemie International Edition 2006-06, Vol.45 (26), p.4317-4320
Hauptverfasser: Sabahi, Amir, Novikov, Alexei, Rainier, Jon D.
Format: Artikel
Sprache:eng
Schlagworte:
communesin
Crystallography, X-Ray
Cyclization
Heterocyclic Compounds, 4 or More Rings - chemistry
Hydrocarbons, Halogenated - chemistry
Indoles - chemistry
Models, Molecular
Molecular Structure
natural products
perophoramidine
Sulfhydryl Compounds - chemistry
thioindoles
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Zusammenfassung:Closing the ring: The cyclization of a 2‐thioindole with an electrophilic substituent serves as the key transformation in a synthetic strategy for the generation of indole alkaloids of the perophoramidine and communesin class. DBU=1,8‐diazabicyclo[5.4.0]undec‐7‐ene, Ms=methanesulfonyl chloride.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200601278