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

Katalysierte Insertionsreaktionen in alkoholische OH??Gruppen durch Diazoderivate aus methylenaktiven Verbindungen

G Ferdinand, W Jeblick…

Index: Ferdinand,G. et al. Justus Liebigs Annalen der Chemie, 1976 , p. 1713 - 1726

Full Text: HTML

Citation Number: 1

Abstract

Abstract Für die Zersetzung der Diazoverbindungen 6, 9 und 12, die aus den carbonyl-und sulfonylaktivierten Methylenverbindungen 5, 8 und 11 erhalten werden, in aliphatischen Alkoholen unter OH-Insertion wird eine präparativ einfache Methode beschrieben. Die Ausbeuten an Insertionsprodukten 7, 10 und 13 dominieren um so mehr über die an Folgeprodukten einer Wolff-Umlagerung, je weniger das Carbeniat-Elektronenpaar der ...

2-(phenylsulfonyl)acetophenone Structure

2-(phenylsulfon...

~%

2-(benzenesulfonyl)-2-ethoxy-1-phenylethanone Structure

2-(benzenesulfo...

Ethanol Structure

2-(Phenyl sulfonyl) diazoacetophenone Structure

2-(Phenyl sulfo...

~%

2-(benzenesulfonyl)-2-ethoxy-1-phenylethanone Structure

2-(benzenesulfo...

2-(Methylsulfonyl)-1-phenylethanone Structure

2-(Methylsulfon...

~%

2-methoxy-2-methylsulfonyl-1-phenylethanone Structure

2-methoxy-2-met...

Methanol Structure

N/A Structure

~%

2-methoxy-2-methylsulfonyl-1-phenylethanone Structure

2-methoxy-2-met...

2-(4-methylphenyl)sulfonyl-1-(4-nitrophenyl)ethanone Structure

2-(4-methylphen...

~%

2-ethoxy-2-(4-methylphenyl)sulfonyl-1-(4-nitrophenyl)ethanone Structure

2-ethoxy-2-(4-m...

p-nitrophenacyl bromide Structure

p-nitrophenacyl...

~%

2-ethoxy-2-(4-methylphenyl)sulfonyl-1-(4-nitrophenyl)ethanone Structure

2-ethoxy-2-(4-m...

Sodium toluene-4-sulphinate Structure

Sodium toluene-...

~%

2-ethoxy-2-(4-methylphenyl)sulfonyl-1-(4-nitrophenyl)ethanone Structure

2-ethoxy-2-(4-m...

Ethanol Structure

2-diazo-1-(4-nitrophenyl)-2-tosylethan-1-one Structure

2-diazo-1-(4-ni...

~%

2-ethoxy-2-(4-methylphenyl)sulfonyl-1-(4-nitrophenyl)ethanone Structure

2-ethoxy-2-(4-m...

2-(4-methylphenyl)sulfonyl-1-(4-nitrophenyl)ethanone Structure

2-(4-methylphen...

~%

2-(4-methylphenyl)sulfonyl-1-(4-nitrophenyl)-2-propoxyethanone Structure

2-(4-methylphen...

p-nitrophenacyl bromide Structure

p-nitrophenacyl...

~%

2-(4-methylphenyl)sulfonyl-1-(4-nitrophenyl)-2-propoxyethanone Structure

2-(4-methylphen...

Sodium toluene-4-sulphinate Structure

Sodium toluene-...

~%

2-(4-methylphenyl)sulfonyl-1-(4-nitrophenyl)-2-propoxyethanone Structure

2-(4-methylphen...

1-Propanol Structure

2-diazo-1-(4-nitrophenyl)-2-tosylethan-1-one Structure

2-diazo-1-(4-ni...

~%

2-(4-methylphenyl)sulfonyl-1-(4-nitrophenyl)-2-propoxyethanone Structure

2-(4-methylphen...

1-(4-METHOXYPHENYL)-2-[(4-METHYLPHENYL)SULFONYL]-1-ETHANONE Structure

1-(4-METHOXYPHE...

~%

2-ethoxy-1-(4-methoxyphenyl)-2-(4-methylphenyl)sulfonylethanone Structure

2-ethoxy-1-(4-m...

Sodium toluene-4-sulphinate Structure

Sodium toluene-...

~%

2-ethoxy-1-(4-methoxyphenyl)-2-(4-methylphenyl)sulfonylethanone Structure

2-ethoxy-1-(4-m...

PTP inhibitor 1 Structure

PTP inhibitor 1

~%

2-ethoxy-1-(4-methoxyphenyl)-2-(4-methylphenyl)sulfonylethanone Structure

2-ethoxy-1-(4-m...

Ethanol Structure

2-diazo-1-(4-methoxyphenyl)-2-tosylethanone Structure

2-diazo-1-(4-me...

~%

2-ethoxy-1-(4-methoxyphenyl)-2-(4-methylphenyl)sulfonylethanone Structure

2-ethoxy-1-(4-m...

2-(4-chlorophenyl)sulfonyl-1-phenyl-ethanone Structure

2-(4-chlorophen...

~%

2-(4-chlorophenyl)sulfonyl-2-ethoxy-1-phenylethanone Structure

2-(4-chlorophen...

Sodium 4-chlorobenzene sulfinate Structure

Sodium 4-chloro...

~%

2-(4-chlorophenyl)sulfonyl-2-ethoxy-1-phenylethanone Structure

2-(4-chlorophen...

2-Bromoacetophenone Structure

2-Bromoacetophenone

~%

2-(4-chlorophenyl)sulfonyl-2-ethoxy-1-phenylethanone Structure

2-(4-chlorophen...

Ethanol Structure

2-((4-chlorophenyl)sulfonyl)-2-diazo-1-phenylethan-1-one Structure

2-((4-chlorophe...

~%

2-(4-chlorophenyl)sulfonyl-2-ethoxy-1-phenylethanone Structure

2-(4-chlorophen...

4-Chlorothiophenol Structure

4-Chlorothiophenol

~%

1-chloro-4-[(4-chlorophenyl)sulfonyl-methoxymethyl]sulfonylbenzene Structure

1-chloro-4-[(4-...

4-Chlorothiophenol Structure

4-Chlorothiophenol

~%

1-chloro-4-[(4-chlorophenyl)sulfonyl-ethoxymethyl]sulfonylbenzene Structure

1-chloro-4-[(4-...

Sodium 4-chlorobenzene sulfinate Structure

Sodium 4-chloro...

2-Bromoacetophenone Structure

2-Bromoacetophenone

~%

2-(4-chlorophenyl)sulfonyl-1-phenyl-ethanone Structure

2-(4-chlorophen...

p-nitrophenacyl bromide Structure

p-nitrophenacyl...

Sodium toluene-4-sulphinate Structure

Sodium toluene-...

~%

2-(4-methylphenyl)sulfonyl-1-(4-nitrophenyl)ethanone Structure

2-(4-methylphen...

2-(4-chlorophenyl)sulfonyl-1-(4-nitrophenyl)ethanone Structure

2-(4-chlorophen...

~%

2-(4-chlorophenyl)sulfonyl-2-methoxy-1-(4-nitrophenyl)ethanone Structure

2-(4-chlorophen...

Sodium 4-chlorobenzene sulfinate Structure

Sodium 4-chloro...

~%

2-(4-chlorophenyl)sulfonyl-2-methoxy-1-(4-nitrophenyl)ethanone Structure

2-(4-chlorophen...

p-nitrophenacyl bromide Structure

p-nitrophenacyl...

~%

2-(4-chlorophenyl)sulfonyl-2-methoxy-1-(4-nitrophenyl)ethanone Structure

2-(4-chlorophen...

Methanol Structure

2-((4-chlorophenyl)sulfonyl)-2-diazo-1-(4-nitrophenyl)ethan-1-one Structure

2-((4-chlorophe...

~%

2-(4-chlorophenyl)sulfonyl-2-methoxy-1-(4-nitrophenyl)ethanone Structure

2-(4-chlorophen...

2-(4-chlorophenyl)sulfonyl-1-(4-methoxyphenyl)ethanone Structure

2-(4-chlorophen...

~%

2-(4-chlorophenyl)sulfonyl-2-methoxy-1-(4-methoxyphenyl)ethanone Structure

2-(4-chlorophen...

Sodium 4-chlorobenzene sulfinate Structure

Sodium 4-chloro...

~%

2-(4-chlorophenyl)sulfonyl-2-methoxy-1-(4-methoxyphenyl)ethanone Structure

2-(4-chlorophen...

PTP inhibitor 1 Structure

PTP inhibitor 1

~%

2-(4-chlorophenyl)sulfonyl-2-methoxy-1-(4-methoxyphenyl)ethanone Structure

2-(4-chlorophen...

Methanol Structure

2-((4-chlorophenyl)sulfonyl)-2-diazo-1-(4-methoxyphenyl)ethan-1-one Structure

2-((4-chlorophe...

~%

2-(4-chlorophenyl)sulfonyl-2-methoxy-1-(4-methoxyphenyl)ethanone Structure

2-(4-chlorophen...

4-Chlorothiophenol Structure

4-Chlorothiophenol

~%

1-chloro-4-[(4-chlorophenyl)sulfonyl-propan-2-yloxymethyl]sulfonylbenzene Structure

1-chloro-4-[(4-...

Benzoic acid,4-chloro-, phenyl ester Structure

Benzoic acid,4-...

Ethanone,1-(4-chlorophenyl)-2-methoxy- Structure

Ethanone,1-(4-c...

~%

1,3-bis(4-chlorophenyl)-2-methoxypropane-1,3-dione Structure

1,3-bis(4-chlor...

Phenyl benzoate Structure

Phenyl benzoate

2-METHOXYACETOPHENONE Structure

2-METHOXYACETOP...

~%

2-methoxy-1,3-diphenylpropane-1,3-dione Structure

2-methoxy-1,3-d...

2-(Methylsulfonyl)-1-phenylethanone Structure

2-(Methylsulfon...

~%

2-ethoxy-2-methylsulfonyl-1-phenylethanone Structure

2-ethoxy-2-meth...

Ethanol Structure

N/A Structure

~%

2-ethoxy-2-methylsulfonyl-1-phenylethanone Structure

2-ethoxy-2-meth...

Sodium 4-chlorobenzene sulfinate Structure

Sodium 4-chloro...

1-Bromoacetone Structure

~%

4-Chlorophenylsulfonylacetone Structure

4-Chlorophenyls...

Sodium 4-chlorobenzene sulfinate Structure

Sodium 4-chloro...

p-nitrophenacyl bromide Structure

p-nitrophenacyl...

~%

2-(4-chlorophenyl)sulfonyl-1-(4-nitrophenyl)ethanone Structure

2-(4-chlorophen...

Sodium 4-chlorobenzene sulfinate Structure

Sodium 4-chloro...

PTP inhibitor 1 Structure

PTP inhibitor 1

~%

2-(4-chlorophenyl)sulfonyl-1-(4-methoxyphenyl)ethanone Structure

2-(4-chlorophen...

Ethanone,1-phenyl-2-[(phenylmethyl)sulfonyl]- Structure

Ethanone,1-phen...

~%

2-benzylsulfonyl-2-ethoxy-1-phenylethanone Structure

2-benzylsulfony...

2,6-dimethoxy-3H-pyrimidine-4-thione Structure

2,6-dimethoxy-3...

~%

2-benzylsulfonyl-2-ethoxy-1-phenylethanone Structure

2-benzylsulfony...

2-Bromoacetophenone Structure

2-Bromoacetophenone

~%

2-benzylsulfonyl-2-ethoxy-1-phenylethanone Structure

2-benzylsulfony...

Ethanol Structure

2-((4-chlorophenyl)sulfonyl)-2-diazo-1-(4-methoxyphenyl)ethan-1-one Structure

2-((4-chlorophe...

~%

2-benzylsulfonyl-2-ethoxy-1-phenylethanone Structure

2-benzylsulfony...

2-methoxy-1-(4-methoxyphenyl)ethanone Structure

2-methoxy-1-(4-...

phenyl 4-methoxybenzoate Structure

phenyl 4-methox...

~%

2-methoxy-1,3-bis(4-methoxyphenyl)propane-1,3-dione Structure

2-methoxy-1,3-b...

2,6-dimethoxy-3H-pyrimidine-4-thione Structure

2,6-dimethoxy-3...

2-Bromoacetophenone Structure

2-Bromoacetophenone

~%

Ethanone,1-phenyl-2-[(phenylmethyl)sulfonyl]- Structure

Ethanone,1-phen...

4-Chlorophenylsulfonylacetone Structure

4-Chlorophenyls...

~%

1-(4-chlorophenyl)sulfonyl-1-diazonioprop-1-en-2-olate Structure

1-(4-chlorophen...

Sodium 4-chlorobenzene sulfinate Structure

Sodium 4-chloro...

~%

1-(4-chlorophenyl)sulfonyl-1-diazonioprop-1-en-2-olate Structure

1-(4-chlorophen...

4-Chlorophenyl(2-oxo-2-phenylethyl) sulfone Structure

4-Chlorophenyl(...

~%

2-(benzenesulfonyl)-1-(4-chlorophenyl)-2-ethoxyethanone Structure

2-(benzenesulfo...

Sodium benzenesulfinate Structure

Sodium benzenes...

~%

2-(benzenesulfonyl)-1-(4-chlorophenyl)-2-ethoxyethanone Structure

2-(benzenesulfo...

2-Bromo-4'-chloroacetophenone Structure

2-Bromo-4'-chlo...

~%

2-(benzenesulfonyl)-1-(4-chlorophenyl)-2-ethoxyethanone Structure

2-(benzenesulfo...

Ethanol Structure

1-(4-chlorophenyl)-2-diazo-2-(phenylsulfonyl)ethanone Structure

1-(4-chlorophen...

~%

2-(benzenesulfonyl)-1-(4-chlorophenyl)-2-ethoxyethanone Structure

2-(benzenesulfo...

2-(benzenesulfonyl)-1-(4-methoxyphenyl)ethanone Structure

2-(benzenesulfo...

~%

2-(benzenesulfonyl)-2-ethoxy-1-(4-methoxyphenyl)ethanone Structure

2-(benzenesulfo...

Sodium benzenesulfinate Structure

Sodium benzenes...

~%

2-(benzenesulfonyl)-2-ethoxy-1-(4-methoxyphenyl)ethanone Structure

2-(benzenesulfo...

PTP inhibitor 1 Structure

PTP inhibitor 1

~%

2-(benzenesulfonyl)-2-ethoxy-1-(4-methoxyphenyl)ethanone Structure

2-(benzenesulfo...

Ethanol Structure

4-methoxy-α-diazo-α-benzenesulfonyl acetophenone Structure

4-methoxy-α-dia...

~%

2-(benzenesulfonyl)-2-ethoxy-1-(4-methoxyphenyl)ethanone Structure

2-(benzenesulfo...

4-Chlorophenacyl 4-methylphenyl sulfone Structure

4-Chlorophenacy...

~%

1-(4-chlorophenyl)-2-ethoxy-2-(4-methylphenyl)sulfonylethanone Structure

1-(4-chlorophen...

Sodium toluene-4-sulphinate Structure

Sodium toluene-...

~%

1-(4-chlorophenyl)-2-ethoxy-2-(4-methylphenyl)sulfonylethanone Structure

1-(4-chlorophen...

2-Bromo-4'-chloroacetophenone Structure

2-Bromo-4'-chlo...

~%

1-(4-chlorophenyl)-2-ethoxy-2-(4-methylphenyl)sulfonylethanone Structure

1-(4-chlorophen...

Ethanol Structure

N/A Structure

~%

1-(4-chlorophenyl)-2-ethoxy-2-(4-methylphenyl)sulfonylethanone Structure

1-(4-chlorophen...

Ethanone,1-phenyl-2-[(phenylmethyl)sulfonyl]- Structure

Ethanone,1-phen...

~%

2-benzylsulfonyl-2-methoxy-1-phenylethanone Structure

2-benzylsulfony...

2,6-dimethoxy-3H-pyrimidine-4-thione Structure

2,6-dimethoxy-3...

~%

2-benzylsulfonyl-2-methoxy-1-phenylethanone Structure

2-benzylsulfony...

2-Bromoacetophenone Structure

2-Bromoacetophenone

~%

2-benzylsulfonyl-2-methoxy-1-phenylethanone Structure

2-benzylsulfony...

Methanol Structure

2-((4-chlorophenyl)sulfonyl)-2-diazo-1-(4-methoxyphenyl)ethan-1-one Structure

2-((4-chlorophe...

~%

2-benzylsulfonyl-2-methoxy-1-phenylethanone Structure

2-benzylsulfony...