Double gold-catalysed annulation of indoles by enynones

Stephen J. Heffernan; James P. Tellam; Marine E. Queru; Andrew C. Silvanus; David Benito; Mary F. Mahon; Alan J. Hennessy; Benjamin I. Andrews; David R. Carbery

doi:10.1002/adsc.201300018

Double gold-catalysed annulation of indoles by enynones

Stephen J. Heffernan
, James P. Tellam
, Marine E. Queru
, Andrew C. Silvanus
, David Benito
, Mary F. Mahon
, Alan J. Hennessy
, Benjamin I. Andrews
, David R. Carbery

Department of Chemistry

GlaxoSmithKline

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

58 Citations (SciVal)

Abstract

The gold-catalysed double functionalisation of indoles is presented. Enynones are used to annulate indoles via a double sodium tetrachloroaurate-catalysed process involving a mixture of C[BOND]H activation and alkyne activation modes of promotion. Good yields for the formation of medicinally relevant [6,5,7]-tricyclic indoles are realised.

Original language	English
Pages (from-to)	1149-1159
Journal	Advanced Synthesis & Catalysis
Volume	355
Issue number	6
Early online date	9 Apr 2013
DOIs	https://doi.org/10.1002/adsc.201300018
Publication status	Published - 15 Apr 2013

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10.1002/adsc.201300018

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abstract = "The gold-catalysed double functionalisation of indoles is presented. Enynones are used to annulate indoles via a double sodium tetrachloroaurate-catalysed process involving a mixture of C[BOND]H activation and alkyne activation modes of promotion. Good yields for the formation of medicinally relevant [6,5,7]-tricyclic indoles are realised.",

author = "Heffernan, \{Stephen J.\} and Tellam, \{James P.\} and Queru, \{Marine E.\} and Silvanus, \{Andrew C.\} and David Benito and Mahon, \{Mary F.\} and Hennessy, \{Alan J.\} and Andrews, \{Benjamin I.\} and Carbery, \{David R.\}",

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doi = "10.1002/adsc.201300018",

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T1 - Double gold-catalysed annulation of indoles by enynones

AU - Heffernan, Stephen J.

AU - Tellam, James P.

AU - Queru, Marine E.

AU - Silvanus, Andrew C.

AU - Benito, David

AU - Mahon, Mary F.

AU - Hennessy, Alan J.

AU - Andrews, Benjamin I.

AU - Carbery, David R.

PY - 2013/4/15

Y1 - 2013/4/15

N2 - The gold-catalysed double functionalisation of indoles is presented. Enynones are used to annulate indoles via a double sodium tetrachloroaurate-catalysed process involving a mixture of C[BOND]H activation and alkyne activation modes of promotion. Good yields for the formation of medicinally relevant [6,5,7]-tricyclic indoles are realised.

AB - The gold-catalysed double functionalisation of indoles is presented. Enynones are used to annulate indoles via a double sodium tetrachloroaurate-catalysed process involving a mixture of C[BOND]H activation and alkyne activation modes of promotion. Good yields for the formation of medicinally relevant [6,5,7]-tricyclic indoles are realised.

UR - https://www.scopus.com/pages/publications/84876460932

UR - http://dx.doi.org/10.1002/adsc.201300018

U2 - 10.1002/adsc.201300018

DO - 10.1002/adsc.201300018

M3 - Article

SN - 1615-4150

VL - 355

SP - 1149

EP - 1159

JO - Advanced Synthesis & Catalysis

JF - Advanced Synthesis & Catalysis

IS - 6

ER -

Double gold-catalysed annulation of indoles by enynones

Abstract

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