Palladium-catalyzed synthesis of aryl amides through silanoate-mediated hydrolysis of nitriles

Christopher G. McPherson; Keith Livingstone; Craig Jamieson; Iain Simpson

doi:10.1055/s-0035-1560724

Palladium-catalyzed synthesis of aryl amides through silanoate-mediated hydrolysis of nitriles

Christopher G. McPherson, Keith Livingstone, Craig Jamieson^*, Iain Simpson

^*Corresponding author for this work

Pure And Applied Chemistry

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Abstract

A procedure for the formation of aryl amides through the palladium-catalyzed coupling of nitriles and aryl bromides, via the formation of intermediary silanoate derived imidate species is reported. Optimization was undertaken and examples of the process are described that furnish the products in up to 86% isolated yield.

Original language	English
Pages (from-to)	88-92
Number of pages	5
Journal	Synlett
Volume	27
Issue number	1
Early online date	9 Oct 2015
DOIs	https://doi.org/10.1055/s-0035-1560724
Publication status	Published - 4 Jan 2016

Keywords

amidation
catalysis
hydrolysis
nitriles
palladium

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10.1055/s-0035-1560724

McPherson-etal-S2016-palladium-catalyzed-synthesis-aryl-amides-through-silanoate-mediated-hydrolysisAccepted author manuscript, 829 KB

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abstract = "A procedure for the formation of aryl amides through the palladium-catalyzed coupling of nitriles and aryl bromides, via the formation of intermediary silanoate derived imidate species is reported. Optimization was undertaken and examples of the process are described that furnish the products in up to 86% isolated yield.",

keywords = "amidation, catalysis, hydrolysis, nitriles, palladium",

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AU - Jamieson, Craig

AU - Simpson, Iain

N1 - Dedicated to Professor Steven V. Ley on the occasion of his 70th birthday

PY - 2016/1/4

Y1 - 2016/1/4

N2 - A procedure for the formation of aryl amides through the palladium-catalyzed coupling of nitriles and aryl bromides, via the formation of intermediary silanoate derived imidate species is reported. Optimization was undertaken and examples of the process are described that furnish the products in up to 86% isolated yield.

AB - A procedure for the formation of aryl amides through the palladium-catalyzed coupling of nitriles and aryl bromides, via the formation of intermediary silanoate derived imidate species is reported. Optimization was undertaken and examples of the process are described that furnish the products in up to 86% isolated yield.

KW - amidation

KW - catalysis

KW - hydrolysis

KW - nitriles

KW - palladium

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Palladium-catalyzed synthesis of aryl amides through silanoate-mediated hydrolysis of nitriles

Abstract

Keywords

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