Synthesis of Polyalkylated Indoles Using a Thallium(III)-Mediated Ring-Contraction Reaction

Abstract A new approach to the synthesis of cyclopenta[G]indole derivatives possessing structural features of natural alkaloids, such as trikentrins and herbindols, is described. The key step in the sequence is a thallium(III)-mediated ring-contraction reaction to transform a cyclohexene moiety into...

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Bibliographic Details
Published in:Synthesis (Stuttgart) 2007-12, Vol.2007 (24), p.3851-3857
Main Authors: Silva Jr, Luiz F., Craveiro, Marcus V., Gambardella, Maria T.
Format: Article
Language:English
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Summary:Abstract A new approach to the synthesis of cyclopenta[G]indole derivatives possessing structural features of natural alkaloids, such as trikentrins and herbindols, is described. The key step in the sequence is a thallium(III)-mediated ring-contraction reaction to transform a cyclohexene moiety into a functionalized cyclopentyl unit.
ISSN:0039-7881
1437-210X
DOI:10.1055/s-2007-990907