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

Access to Document

10.1055/s-0035-1560519Licence: Unspecified

Cite this

@article{0107639c6d614b4f98fc9de8e92ab4c8,

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

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.",

keywords = "alkaloids, arylation, cyclisation, polycycles, total synthesis",

author = "Watson, \{Emma L.\} and Anthony Ball and Raw, \{Steven A.\} and Marsden, \{Stephen P.\}",

year = "2016",

month = jan,

day = "4",

doi = "10.1055/s-0035-1560519",

language = "English",

volume = "27",

pages = "146--150",

journal = "Synlett",

issn = "0936-5214",

publisher = "Georg Thieme Verlag",

number = "1",

}

TY - JOUR

T1 - Synthetic Studies on Psychotrimine

T2 - Palladium-Catalysed Arylation of 2-(N -Indolyl) Amides

AU - Watson, Emma L.

AU - Ball, Anthony

AU - Raw, Steven A.

AU - Marsden, Stephen P.

PY - 2016/1/4

Y1 - 2016/1/4

N2 - 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.

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.

KW - alkaloids

KW - arylation

KW - cyclisation

KW - polycycles

KW - total synthesis

UR - https://www.scopus.com/pages/publications/84950299248

U2 - 10.1055/s-0035-1560519

DO - 10.1055/s-0035-1560519

M3 - Article

AN - SCOPUS:84950299248

SN - 0936-5214

VL - 27

SP - 146

EP - 150

JO - Synlett

JF - Synlett

IS - 1

ER -

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

Abstract

Access to Document

Other files and links

Fingerprint

Cite this