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

Chemische Berichte

Carbonsäure??trifluormethansulfonsäure??anhydride als hochwirksame Acylierungsmittel.—Perfluoralkansulfonsäurekatalysierte Aromatenacylierungen

F Effenberger, E Sohn, G Epple

Index: Effenberger, Franz; Sohn, Erich; Epple, Gerhard Chemische Berichte, 1983 , vol. 116, # 3 p. 1195 - 1208

Full Text: HTML

Citation Number: 54

Abstract

Abstract Aren-und Alkancarbonsäure-trifluormethansulfonsäure-anhydride 2 bzw. 5 sind starke Acylierungsagentien, die auch mit wenig reaktiven Aromaten, ohne Zusatz von Friedel-Crafts-Katalysatoren, Arylketone 3 bzw. 6 ergeben. Eine mit guten Ausbeuten verlaufende Aromatenacylierung mit Carbonsäurechloriden und katalytischen Mengen Perfluoralkansulfonsäure wird beschrieben. Die katalytische Wirksamkeit anderer starker ...

p-toluoyl chloride Structure

p-toluoyl chloride

Mesitylene Structure

~98%

(4-methylphenyl)-(2,4,6-trimethylphenyl)methanone Structure

(4-methylphenyl...

Benzoic acid (trifluoromethanesulfonic acid)anhydride Structure

Benzoic acid (t...

m-Xylene Structure

~%

2,4-Dimethylbenzophenone Structure

2,4-Dimethylben...

2,6-dimethylbenzophenone Structure

2,6-dimethylben...

4-Chlorobenzoyl chloride Structure

4-Chlorobenzoyl...

Anisole Structure

~0%

Benzoic acid,4-chloro-, phenyl ester Structure

Benzoic acid,4-...

Methanone,(4-chlorophenyl)(4-methoxyphenyl)- Structure

Methanone,(4-ch...

Detail

4-Chlorobenzoyl chloride Structure

4-Chlorobenzoyl...

Toluene Structure

~%

4-Chloro-4'-methylbenzophenone Structure

4-Chloro-4'-met...

(4-chlorophenyl)-(3-methylphenyl)methanone Structure

(4-chlorophenyl...

Detail

Benzoyl chloride Structure

Benzoyl chloride

Chlorobenzene Structure

~97%

2-Chlorobenzophenone Structure

2-Chlorobenzophenone

2-Methylbenzoesaeure-trifluormethansulfonsaeure-anhydrid Structure

2-Methylbenzoes...

benzene Structure

~53%

o-methylbenzophenone Structure

o-methylbenzophenone

4-Chlorobenzoyl chloride Structure

4-Chlorobenzoyl...

Anisole Structure

~0%

Benzoic acid,4-chloro-, phenyl ester Structure

Benzoic acid,4-...

Methanone,(4-chlorophenyl)(4-methoxyphenyl)- Structure

Methanone,(4-ch...

Detail

p-Anisoyl chloride Structure

p-Anisoyl chloride

Mesitylene Structure

~%

(4-methoxyphenyl)-(2,4,6-trimethylphenyl)methanone Structure

(4-methoxypheny...

N/A Structure

Detail

4-Chlorobenzoyl chloride Structure

4-Chlorobenzoyl...

Mesitylene Structure

~93%

(4-CHLOROPHENYL)(MESITYL)METHANONE Structure

(4-CHLOROPHENYL...

2,4-Dimethylbenzoesaeure-trifluormethansulfonsaeure-anhydrid Structure

2,4-Dimethylben...

benzene Structure

~41%

2,4-Dimethylbenzophenone Structure

2,4-Dimethylben...

4-Methylbenzoesaeure-trifluormethansulfonsaeure-anhydrid Structure

4-Methylbenzoes...

benzene Structure

~39%

4-methybenzophenone Structure

4-methybenzophenone

Benzoic acid (trifluoromethanesulfonic acid)anhydride Structure

Benzoic acid (t...

Mesitylene Structure

~95%

Mesityl(phenyl)methanone Structure

Mesityl(phenyl)...

4-Nitrobenzoyl chloride Structure

4-Nitrobenzoyl ...

Anisole Structure

~13%

Benzoic acid, 4-nitro-,phenyl ester Structure

Benzoic acid, 4...

(4-methoxyphenyl)-(4-nitrophenyl)methanone Structure

(4-methoxypheny...

Detail

p-Xylene Structure

2-Methylpropanoyl chloride Structure

2-Methylpropano...

~%

1-(2,5-dimethylphenyl)-2-methyl-propan-1-one Structure

1-(2,5-dimethyl...

2-Methylpropansaeure-(1-(2,5-dimethylphenyl)-2-methyl-1-propenylester) Structure

2-Methylpropans...

4-Chlorobenzoyl chloride Structure

4-Chlorobenzoyl...

Anisole Structure

~4%

Benzoic acid,4-chloro-, phenyl ester Structure

Benzoic acid,4-...

Methanone,(4-chlorophenyl)(4-methoxyphenyl)- Structure

Methanone,(4-ch...

Detail

p-toluoyl chloride Structure

p-toluoyl chloride

Anisole Structure

~0%

phenyl 4-methylbenzoate Structure

phenyl 4-methyl...

Methanone,(4-methoxyphenyl)(4-methylphenyl)- Structure

Methanone,(4-me...

Detail

4-Nitrobenzoyl chloride Structure

4-Nitrobenzoyl ...

Anisole Structure

~0%

Benzoic acid, 4-nitro-,phenyl ester Structure

Benzoic acid, 4...

(4-methoxyphenyl)-(4-nitrophenyl)methanone Structure

(4-methoxypheny...

Detail

4-Chlorbenzoesaeure-trifluormethansulfonsaeure-anhydrid Structure

4-Chlorbenzoesa...

benzene Structure

~54%

4-Chlorobenzophenone Structure

4-Chlorobenzophenone

4-Nitrobenzoyl chloride Structure

4-Nitrobenzoyl ...

Chlorobenzene Structure

~%

4-chloro-4'-nitrobenzophenone Structure

4-chloro-4'-nit...

2-CHLORO-4'-NITROBENZOPHENONE Structure

2-CHLORO-4'-NIT...

Detail

p-toluoyl chloride Structure

p-toluoyl chloride

Toluene Structure

~%

p-Tolyl ketone Structure

(2-methylphenyl)-(4-methylphenyl)methanone Structure

(2-methylphenyl...

Detail

Benzoyl chloride Structure

Benzoyl chloride

Anisole Structure

~2%

4-Methoxybenzophenone Structure

4-Methoxybenzop...

Phenyl benzoate Structure

Phenyl benzoate

Detail

Benzoyl chloride Structure

Benzoyl chloride

Anisole Structure

~0%

4-Methoxybenzophenone Structure

4-Methoxybenzop...

Phenyl benzoate Structure

Phenyl benzoate

Detail

p-toluoyl chloride Structure

p-toluoyl chloride

Anisole Structure

~2%

phenyl 4-methylbenzoate Structure

phenyl 4-methyl...

Methanone,(4-methoxyphenyl)(4-methylphenyl)- Structure

Methanone,(4-me...

Detail

2-Methylpropanoyl chloride Structure

2-Methylpropano...

Mesitylene Structure

~%

2-methyl-1-(2,4,6-trimethylphenyl)propan-1-one Structure

2-methyl-1-(2,4...

2-Methylpropansaeure-(2-methyl-1-(2,4,6-trimethylphenyl)-1-propenylester) Structure

2-Methylpropans...

p-toluoyl chloride Structure

p-toluoyl chloride

Chlorobenzene Structure

~%

4-Chloro-4'-methylbenzophenone Structure

4-Chloro-4'-met...

(3-chlorophenyl)-(4-methylphenyl)methanone Structure

(3-chlorophenyl...

Detail

4-Chlorobenzoyl chloride Structure

4-Chlorobenzoyl...

m-Xylene Structure

~%

(4-chlorophenyl)-(2,4-dimethylphenyl)methanone Structure

(4-chlorophenyl...

2,6-dimethyl-4'-chlorobenzophenone Structure

2,6-dimethyl-4'...

1,4-Dichlorobenzene Structure

1,4-Dichlorobenzene

Benzoic acid (trifluoromethanesulfonic acid)anhydride Structure

Benzoic acid (t...

~25%

(2,5-Dichlorophenyl)(phenyl)methanone Structure

(2,5-Dichloroph...

4-Chlorobenzoyl chloride Structure

4-Chlorobenzoyl...

Chlorobenzene Structure

~%

2,4'-Dichlorobenzophenone Structure

2,4'-Dichlorobe...

Benzophenone, 3,4-dichloro- Structure

Benzophenone, 3...

Detail

4-Nitrobenzoyl chloride Structure

4-Nitrobenzoyl ...

Toluene Structure

~%

Methanone, (4-methylphenyl)(4-nitrophenyl)- Structure

Methanone, (4-m...

(4-nitrophenyl)(o-tolyl)methanone Structure

(4-nitrophenyl)...

Detail

4-Chlorobenzoyl chloride Structure

4-Chlorobenzoyl...

Toluene Structure

~%

4-Chloro-4'-methylbenzophenone Structure

4-Chloro-4'-met...

(4-chlorophenyl)-(3-methylphenyl)methanone Structure

(4-chlorophenyl...

Detail

4-Nitrobenzoesaeure-trifluormethansulfonsaeure-anhydrid Structure

4-Nitrobenzoesa...

benzene Structure

~96%

4-Nitrobenzophenone Structure

4-Nitrobenzophenone

Benzoyl chloride Structure

Benzoyl chloride

Anisole Structure

~0%

4-Methoxybenzophenone Structure

4-Methoxybenzop...

Phenyl benzoate Structure

Phenyl benzoate

Detail

Facile preparation of aromatic ketones from aromatic bromide...

[Ushijima, Sousuke; Dohi, Souya; Moriyama, Katsuhiko; Togo, Hideo Tetrahedron, 2012 , vol. 68, # 5 p. 1436 - 1442]

Development of Decarboxylative Coupling Processes for the Sy...

[Collet, Florence; Song, Bingrui; Rudolphi, Felix; Goossen, Lukas J. European Journal of Organic Chemistry, 2011 , # 32 p. 6486 - 6501]

Studies in trifluoromethanesulphonic acid—IV: Kinetics and m...

[Roberts, R. M. G.; Sadri, A. R. Tetrahedron, 1983 , vol. 39, # 1 p. 137 - 142]

Studies in trifluoromethanesulphonic acid—IV: Kinetics and m...

[Roberts, R. M. G.; Sadri, A. R. Tetrahedron, 1983 , vol. 39, # 1 p. 137 - 142]