e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521

RSC Advances

Ruthenium-catalyzed one-pot synthesis of primary amides from aldehydes in water

R García-Álvarez, AE Díaz-Álvarez, P Crochet…

Index: Garcia-Alvarez, Rocio; Diaz-Alvarez, Alba E.; Crochet, Pascale; Cadierno, Victorio RSC Advances, 2013 , vol. 3, # 17 p. 5889 - 5894

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Citation Number: 16

Abstract

The readily available arene–ruthenium (II) complex [RuCl2 (η6-C6Me6){P (NMe2) 3}](5 mol%) proved to be an efficient catalyst for the direct synthesis of primary amides from aldehydes and hydroxylamine hydrochloride (NH2OH· HCl) in water at 100° C. The process, which requires the presence of NaHCO3 to catch the HCl released during the formation of the key aldoxime intermediates, was operative with both aromatic, heteroaromatic, α, β- ...

Cinnamic aldehyde Structure

Cinnamic aldehyde

~0%

trans-Cinnamonitrile Structure

trans-Cinnamonitrile

Cinnamamide Structure

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4-Fluorobenzaldehyde Structure

4-Fluorobenzaldehyde

~70%

4-Fluorobenzamide Structure

4-Fluorobenzamide

4-Fluorobenzonitrile Structure

4-Fluorobenzonitrile

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2-Thiophenecarboxaldehyde Structure

2-Thiophenecarb...

~0%

Thiophen-2-carbonitril Structure

Thiophen-2-carb...

2-Thiophenecarboxamide Structure

2-Thiophenecarb...

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4-Chlorobenzaldehyde Structure

4-Chlorobenzaldehyde

~0%

4-Chlorobenzonitrile Structure

4-Chlorobenzonitrile

4-Chlorobenzamide Structure

4-Chlorobenzamide

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4-Nitrobenzaldehyde Structure

4-Nitrobenzaldehyde

~0%

4-Nitrobenzamide Structure

4-Nitrobenzamide

4-Nitrobenzonitrile Structure

4-Nitrobenzonitrile

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3-Fluorobenzaldehyde Structure

3-Fluorobenzaldehyde

~0%

3-Fluorobenzonitrile Structure

3-Fluorobenzonitrile

3-Fluorobenzamide Structure

3-Fluorobenzamide

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Heptanal Structure

~0%

Heptanenitrile Structure

heptanamide Structure

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o-Phthalaldehyde Structure

o-Phthalaldehyde

~57%

1,2-Benzenedicarboxamide Structure

1,2-Benzenedica...

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3-Phenylpropanal Structure

3-Phenylpropanal

~80%

3-Phenylpropanamide Structure

3-Phenylpropanamide

Benzenepropanenitrile Structure

Benzenepropanen...

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4-Methoxybenzaldehyde Structure

4-Methoxybenzal...

~0%

4-Methoxybenzamide Structure

4-Methoxybenzamide

4-Methoxybenzonitrile Structure

4-Methoxybenzon...

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2-Chlorobenzaldehyde Structure

2-Chlorobenzaldehyde

~0%

2-Chlorobenzonitrile Structure

2-Chlorobenzonitrile

2-Chlorobenzamide Structure

2-Chlorobenzamide

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4-(Methylthio)benzaldehyde Structure

4-(Methylthio)b...

~0%

4-(Methylsulfanyl)benzonitrile Structure

4-(Methylsulfan...

4-methylsulfanylbenzamide Structure

4-methylsulfany...

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3-Furaldehyde Structure

~72%

3-FURANECARBOXAMIDE Structure

3-FURANECARBOXAMIDE

3-Furancarbonitrile Structure

3-Furancarbonitrile

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2-Methylbenzaldehyde Structure

2-Methylbenzaldehyde

~0%

o-Tolunitrile Structure

2-Methylbenzamide Structure

2-Methylbenzamide

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o-Anisaldehyde Structure

~0%

2-Methoxybenzonitrile Structure

2-Methoxybenzon...

2-Methoxybenzamide Structure

2-Methoxybenzamide

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2-Bromobenzaldehyde Structure

2-Bromobenzaldehyde

~0%

2-Bromobenzonitrile Structure

2-Bromobenzonitrile

2-Bromobenzamide Structure

2-Bromobenzamide

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4-Chlorobenzaldehyde Structure

4-Chlorobenzaldehyde

~90%

4-Chlorobenzonitrile Structure

4-Chlorobenzonitrile

4-Chlorobenzamide Structure

4-Chlorobenzamide

Learn More

Cyclohexanecarboxaldehyde Structure

Cyclohexanecarb...

~0%

Cyclohexanecarbonitrile Structure

Cyclohexanecarb...

Cyclohexanecarboxamide Structure

Cyclohexanecarb...

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2-Fluorobenzaldehyde Structure

2-Fluorobenzaldehyde

~0%

2-Fluorobenzonitrile Structure

2-Fluorobenzonitrile

2-Fluorobenzamide Structure

2-Fluorobenzamide

Learn More

2-Methylbenzaldehyde Structure

2-Methylbenzaldehyde

~71%

o-Tolunitrile Structure

2-Methylbenzamide Structure

2-Methylbenzamide

Learn More

4-Methoxybenzaldehyde Structure

4-Methoxybenzal...

~49%

4-Methoxybenzamide Structure

4-Methoxybenzamide

4-Methoxybenzonitrile Structure

4-Methoxybenzon...

Learn More

Pentafluorobenzaldehyde Structure

Pentafluorobenz...

~92%

perfluorobenzonitrile Structure

perfluorobenzon...

Benzamide,2,3,4,5,6-pentafluoro Structure

Benzamide,2,3,4...

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3-Chlorobenzaldehyde Structure

3-Chlorobenzaldehyde

~75%

3-CHLOROBENZAMIDE Structure

3-CHLOROBENZAMIDE

3-Chlorobenzonitrile Structure

3-Chlorobenzonitrile

Learn More

3-Phenylpropanal Structure

3-Phenylpropanal

~0%

3-Phenylpropanamide Structure

3-Phenylpropanamide

Benzenepropanenitrile Structure

Benzenepropanen...

Learn More

4-(Methylthio)benzaldehyde Structure

4-(Methylthio)b...

~67%

4-(Methylsulfanyl)benzonitrile Structure

4-(Methylsulfan...

4-methylsulfanylbenzamide Structure

4-methylsulfany...

Learn More

Pentafluorobenzaldehyde Structure

Pentafluorobenz...

~0%

perfluorobenzonitrile Structure

perfluorobenzon...

Benzamide,2,3,4,5,6-pentafluoro Structure

Benzamide,2,3,4...

Learn More

Cyclohexanecarboxaldehyde Structure

Cyclohexanecarb...

~80%

Cyclohexanecarbonitrile Structure

Cyclohexanecarb...

Cyclohexanecarboxamide Structure

Cyclohexanecarb...

Learn More

4-Fluorobenzaldehyde Structure

4-Fluorobenzaldehyde

~0%

4-Fluorobenzamide Structure

4-Fluorobenzamide

4-Fluorobenzonitrile Structure

4-Fluorobenzonitrile

Learn More

3-Chlorobenzaldehyde Structure

3-Chlorobenzaldehyde

~0%

3-CHLOROBENZAMIDE Structure

3-CHLOROBENZAMIDE

3-Chlorobenzonitrile Structure

3-Chlorobenzonitrile

Learn More

p-Tolualdehyde Structure

~0%

p-Tolunitrile Structure

4-Methylbenzamide Structure

4-Methylbenzamide

Learn More

3-Nitrobenzaldehyde Structure

3-Nitrobenzaldehyde

~94%

3-Nitrobenzonitrile Structure

3-Nitrobenzonitrile

3-NITROBENZAMIDE Structure

3-NITROBENZAMIDE

Learn More

Cinnamic aldehyde Structure

Cinnamic aldehyde

~81%

trans-Cinnamonitrile Structure

trans-Cinnamonitrile

Cinnamamide Structure

Learn More

3-Nitrobenzaldehyde Structure

3-Nitrobenzaldehyde

~0%

3-Nitrobenzonitrile Structure

3-Nitrobenzonitrile

3-NITROBENZAMIDE Structure

3-NITROBENZAMIDE

Learn More

2-Bromobenzaldehyde Structure

2-Bromobenzaldehyde

~77%

2-Bromobenzonitrile Structure

2-Bromobenzonitrile

2-Bromobenzamide Structure

2-Bromobenzamide

Learn More

3-Fluorobenzaldehyde Structure

3-Fluorobenzaldehyde

~84%

3-Fluorobenzonitrile Structure

3-Fluorobenzonitrile

3-Fluorobenzamide Structure

3-Fluorobenzamide

Learn More

2-Fluorobenzaldehyde Structure

2-Fluorobenzaldehyde

~79%

2-Fluorobenzonitrile Structure

2-Fluorobenzonitrile

2-Fluorobenzamide Structure

2-Fluorobenzamide

Learn More

p-Tolualdehyde Structure

~61%

p-Tolunitrile Structure

4-Methylbenzamide Structure

4-Methylbenzamide

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