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

50 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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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.

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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.

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

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DO - 10.1002/adsc.201300018

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VL - 355

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IS - 6

ER -

Double gold-catalysed annulation of indoles by enynones

Abstract

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