A mild and efficient palladium-catalyzed cyanation of aryl mesylates in water or tBuOH/water

Pui Yee Yeung; Chau Ming So; Chak Po Lau; Fuk Yee Kwong

doi:10.1002/anie.201005121

A mild and efficient palladium-catalyzed cyanation of aryl mesylates in water or tBuOH/water

Pui Yee Yeung, Chau Ming So, Chak Po Lau, Fuk Yee Kwong

Research output: Journal article publication › Journal article › Academic research › peer-review

132 Citations (Scopus)

Abstract

Cool and compatible: Aryl mesylates and tosylates underwent palladium-catalyzed cyanation under mild, aqueous conditions at 65-80°C (see scheme). In many cases, water could be used as the reaction medium without a cosolvent, and a variety of substituents R, such as keto, aldehyde, ester, free amine, and nitrile groups, remained intact during the transformation. Cy=cyclohexyl, Ms=methanesulfonyl, Ts=p-toluenesulfonyl. KGaA, Weinheim.

Original language	English
Pages (from-to)	8918-8922
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	49
Issue number	47
DOIs	https://doi.org/10.1002/anie.201005121
Publication status	Published - 15 Nov 2010

Keywords

cross-coupling
cyanation
mesylates
palladium
phosphanes

ASJC Scopus subject areas

Catalysis
General Chemistry

More information

10.1002/anie.201005121

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abstract = "Cool and compatible: Aryl mesylates and tosylates underwent palladium-catalyzed cyanation under mild, aqueous conditions at 65-80°C (see scheme). In many cases, water could be used as the reaction medium without a cosolvent, and a variety of substituents R, such as keto, aldehyde, ester, free amine, and nitrile groups, remained intact during the transformation. Cy=cyclohexyl, Ms=methanesulfonyl, Ts=p-toluenesulfonyl. KGaA, Weinheim.",

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AU - Yeung, Pui Yee

AU - So, Chau Ming

AU - Lau, Chak Po

AU - Kwong, Fuk Yee

PY - 2010/11/15

Y1 - 2010/11/15

N2 - Cool and compatible: Aryl mesylates and tosylates underwent palladium-catalyzed cyanation under mild, aqueous conditions at 65-80°C (see scheme). In many cases, water could be used as the reaction medium without a cosolvent, and a variety of substituents R, such as keto, aldehyde, ester, free amine, and nitrile groups, remained intact during the transformation. Cy=cyclohexyl, Ms=methanesulfonyl, Ts=p-toluenesulfonyl. KGaA, Weinheim.

AB - Cool and compatible: Aryl mesylates and tosylates underwent palladium-catalyzed cyanation under mild, aqueous conditions at 65-80°C (see scheme). In many cases, water could be used as the reaction medium without a cosolvent, and a variety of substituents R, such as keto, aldehyde, ester, free amine, and nitrile groups, remained intact during the transformation. Cy=cyclohexyl, Ms=methanesulfonyl, Ts=p-toluenesulfonyl. KGaA, Weinheim.

KW - cross-coupling

KW - cyanation

KW - mesylates

KW - palladium

KW - phosphanes

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JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

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ER -

A mild and efficient palladium-catalyzed cyanation of aryl mesylates in water or tBuOH/water

Abstract

Keywords

ASJC Scopus subject areas

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