Friedel–Crafts acylation with amides

EK Raja, DJ DeSchepper, SO Nilsson Lill…

Index: Raja, Erum K.; Deschepper, Daniel J.; Nilsson Lill, Sten O.; Klumpp, Douglas A. Journal of Organic Chemistry, 2012 , vol. 77, # 13 p. 5788 - 5793

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Citation Number: 18

Abstract

Friedel–Crafts acylation has been known since the 1870s, and it is an important organic synthetic reaction leading to aromatic ketone products. Friedel–Crafts acylation is usually performed with carboxylic acid chlorides or anhydrides, while amides are generally not useful substrates in these reactions. Despite being the least reactive carboxylic acid derivative, we have found a series of amides capable of providing aromatic ketones in ...

 Related Synthetic Route
N/A Structure

940677-34-9

N/A

~93%

6-Methyl-1-indanone Structure

24623-20-9

6-Methyl-1-indanone

2,6-Xylenol Structure

576-26-1

2,6-Xylenol

4'-nitrobenzanilide Structure

3393-96-2

4'-nitrobenzanilide

~98%

(4-hydroxy-3,5-dimethyl-phenyl)-phenyl-methanone Structure

5336-56-1

(4-hydroxy-3,5-...

N/A Structure

119520-57-9

N/A

~89%

1-Indanone Structure

83-33-0

1-Indanone

3-phenyl-N-(pyrazin-2-yl)propanamide Structure

830339-33-8

3-phenyl-N-(pyr...

~83%

1-Indanone Structure

83-33-0

1-Indanone

N-(perfluorophenyl)-3-phenylpropanamide Structure

425372-18-5

N-(perfluorophe...

~55%

1-Indanone Structure

83-33-0

1-Indanone

3-(4-bromophenyl)-N-(4-nitrophenyl)propanamide Structure

1383443-48-8

3-(4-bromopheny...

~88%

6-Bromoindanone Structure

14548-39-1

6-Bromoindanone

β-Phenylacrylic acid 4-nitroanilide Structure

134430-90-3

β-Phenylacrylic...

~92%

3-Phenyl-1-indanone Structure

16618-72-7

3-Phenyl-1-indanone


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