Extending the utility of [Pd(NHC)(cinnamyl)Cl] precatalysts: Direct arylation of heterocycles

Anthony Martin; Anthony Raymond Georges Chartoire; Alexandra Martha Zoya Slawin; Steven Patrick Nolan

doi:10.3762/bjoc.8.187

Extending the utility of [Pd(NHC)(cinnamyl)Cl] precatalysts: Direct arylation of heterocycles

Anthony Martin, Anthony Raymond Georges Chartoire, Alexandra Martha Zoya Slawin, Steven Patrick Nolan

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

Abstract

The use of [Pd(NHC)(cinnamyl)Cl] precatalysts in the direct arylation of heterocycles has been investigated. Among four different precatalysts, [Pd(SIPr)(cinnamyl)Cl] proved to be the most efficient promoter of the reaction. The C–H functionalization of sulfuror nitrogen-containing heterocycles has been achieved at low catalyst loadings. These catalyst charges range from 0.1 to 0.01 mol % palladium.

Original language	English
Pages (from-to)	1637-1643
Number of pages	7
Journal	Beilstein Journal of Organic Chemistry
Volume	8
DOIs	https://doi.org/10.3762/bjoc.8.187
Publication status	Published - 27 Sept 2012

Keywords

C-H functionalization
Direct arylation
Heterocycles
N-heterocyclic
Carbenes
Palladium

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10.3762/bjoc.8.187

MartinetalBeilsteinJnlOrgChem2012 8Heterocycles
© 2012 Martin et al; licensee Beilstein-Institut. This is an Open Access article under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (http://www.beilstein-journals.org/bjoc)
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EPSRC - EP/J011053/1- LATE TRANSITION: Late Transition Metal Hydroxide in Homogeneous Catalysis
Nolan, S. P. (PI)
EPSRC
15/03/12 → 14/03/15
Project: Standard

Cite this

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title = "Extending the utility of [Pd(NHC)(cinnamyl)Cl] precatalysts: Direct arylation of heterocycles",

abstract = "The use of [Pd(NHC)(cinnamyl)Cl] precatalysts in the direct arylation of heterocycles has been investigated. Among four different precatalysts, [Pd(SIPr)(cinnamyl)Cl] proved to be the most efficient promoter of the reaction. The C–H functionalization of sulfuror nitrogen-containing heterocycles has been achieved at low catalyst loadings. These catalyst charges range from 0.1 to 0.01 mol % palladium.",

keywords = "C-H functionalization, Direct arylation, Heterocycles, N-heterocyclic, Carbenes, Palladium",

author = "Anthony Martin and Chartoire, {Anthony Raymond Georges} and Slawin, {Alexandra Martha Zoya} and Nolan, {Steven Patrick}",

year = "2012",

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T1 - Extending the utility of [Pd(NHC)(cinnamyl)Cl] precatalysts

T2 - Direct arylation of heterocycles

AU - Martin, Anthony

AU - Chartoire, Anthony Raymond Georges

AU - Slawin, Alexandra Martha Zoya

AU - Nolan, Steven Patrick

PY - 2012/9/27

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AB - The use of [Pd(NHC)(cinnamyl)Cl] precatalysts in the direct arylation of heterocycles has been investigated. Among four different precatalysts, [Pd(SIPr)(cinnamyl)Cl] proved to be the most efficient promoter of the reaction. The C–H functionalization of sulfuror nitrogen-containing heterocycles has been achieved at low catalyst loadings. These catalyst charges range from 0.1 to 0.01 mol % palladium.

KW - C-H functionalization

KW - Direct arylation

KW - Heterocycles

KW - N-heterocyclic

KW - Carbenes

KW - Palladium

U2 - 10.3762/bjoc.8.187

DO - 10.3762/bjoc.8.187

M3 - Article

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VL - 8

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EP - 1643

JO - Beilstein Journal of Organic Chemistry

JF - Beilstein Journal of Organic Chemistry

ER -

Extending the utility of [Pd(NHC)(cinnamyl)Cl] precatalysts: Direct arylation of heterocycles

Abstract

Keywords

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Projects

EPSRC - EP/J011053/1- LATE TRANSITION: Late Transition Metal Hydroxide in Homogeneous Catalysis

Cite this