Synthetic Studies on Psychotrimine: Palladium-Catalysed Arylation of 2-(N -Indolyl) Amides

Emma L. Watson; Anthony Ball; Steven A. Raw; Stephen P. Marsden

doi:10.1055/s-0035-1560519

Synthetic Studies on Psychotrimine: Palladium-Catalysed Arylation of 2-(N -Indolyl) Amides

Emma L. Watson, Anthony Ball, Steven A. Raw, Stephen P. Marsden

Research output: Contribution to journal › Article › peer-review

3 Citations (Scopus)

Abstract

Through careful choice of conditions, 2-(N-indolyl) amides can be directed to undergo selectively either enolate arylation to give oxindoles or direct arylation to give indolo-fused benzodiazepines. The former chemistry facilitates the synthesis of the hexahydropyrrolindole core of psychotrimine.

Original language	English
Pages (from-to)	146-150
Number of pages	5
Journal	Synlett
Volume	27
Issue number	1
Early online date	9 Nov 2015
DOIs	https://doi.org/10.1055/s-0035-1560519
Publication status	Published - 4 Jan 2016
Externally published	Yes

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AU - Marsden, Stephen P.

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AB - Through careful choice of conditions, 2-(N-indolyl) amides can be directed to undergo selectively either enolate arylation to give oxindoles or direct arylation to give indolo-fused benzodiazepines. The former chemistry facilitates the synthesis of the hexahydropyrrolindole core of psychotrimine.

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KW - arylation

KW - cyclisation

KW - polycycles

KW - total synthesis

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Synthetic Studies on Psychotrimine: Palladium-Catalysed Arylation of 2-(N -Indolyl) Amides

Abstract

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