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

Organic & biomolecular chemistry

Iodine-catalyzed disproportionation of aryl-substituted ethers under solvent-free reaction conditions

M Jereb, D Vražič

Index: Organic and Biomolecular Chemistry, , vol. 11, # 12 p. 1978 - 1999

Full Text: HTML

Citation Number: 13

Abstract

... Jereb * a and Dejan Vražič b a Faculty of Chemistry and Chemical Technology, University ... 23–27. The disproportionation reactions appear to be uncommon in organic chemistry; 28–30 they are often ... Iodine is also an important catalyst in protection/deprotection chemistry, 6,8 the ...

Structure

~78%

4'-(Trifluoromethyl)acetophenone Structure

4'-(Trifluorome...

Triphenylmethane Structure

Triphenylmethane

1-[4-(TrifluoroMethyl)phenyl]ethanol Structure

1-[4-(Trifluoro...

Triphenylmethyl Chloride Structure

Triphenylmethyl...

~%

4'-(Trifluoromethyl)acetophenone Structure

4'-(Trifluorome...

Triphenylmethane Structure

Triphenylmethane

4,4'-(oxybis(phenylmethylene))bis(methylbenzene) Structure

4,4'-(oxybis(ph...

~84%

4-methybenzophenone Structure

4-methybenzophenone

Benzene,1-methyl-4-(phenylmethyl)- Structure

Benzene,1-methy...

DMBP Structure

4,4'-(oxybis(phenylmethylene))bis(methylbenzene) Structure

4,4'-(oxybis(ph...

~32%

4-methybenzophenone Structure

4-methybenzophenone

Benzene,1-methyl-4-(phenylmethyl)- Structure

Benzene,1-methy...

Detail

bis(4-methoxy-3,5-dimethylphenyl)methanol Structure

bis(4-methoxy-3...

~%

Benzene,1-methyl-4-(phenylmethyl)- Structure

Benzene,1-methy...

10,11-dihydro-5H-dibenzo[a,d]cycloheptene-5-yl (phenyl)(p-tolyl)methyl ether Structure

10,11-dihydro-5...

~%

5H-Dibenzo[a,d]cycloheptene,10,11-dihydro- Structure

5H-Dibenzo[a,d]...

Dibenzosuberone Structure

Dibenzosuberone

4-methybenzophenone Structure

4-methybenzophenone

Detail

[bis(4-methoxy-3,5-dimethylphenyl)]methyl (phenyl)(p-tolyl)methyl ether Structure

[bis(4-methoxy-...

~%

4-methybenzophenone Structure

4-methybenzophenone

3,3',5,5'-Tetramethyl-4,4'-dimethoxydiphenylmethane Structure

3,3',5,5'-Tetra...

Benzene,1-methyl-4-(phenylmethyl)- Structure

Benzene,1-methy...

Detail

[bis(4-methoxy-3,5-dimethylphenyl)]methyl (phenyl)(p-tolyl)methyl ether Structure

[bis(4-methoxy-...

~%

Benzene,1-methyl-4-(phenylmethyl)- Structure

Benzene,1-methy...

[bis(4-methoxy-3,5-dimethylphenyl)]methyl (phenyl)(p-tolyl)methyl ether Structure

[bis(4-methoxy-...

~%

4-methybenzophenone Structure

4-methybenzophenone

Benzene,1-methyl-4-(phenylmethyl)- Structure

Benzene,1-methy...

4-Methylbenzhydrol Structure

4-Methylbenzhydrol

bis(4-methoxy-3,5-dimethylphenyl)methanol Structure

bis(4-methoxy-3...

~%

4-methybenzophenone Structure

4-methybenzophenone

3,3',5,5'-Tetramethyl-4,4'-dimethoxydiphenylmethane Structure

3,3',5,5'-Tetra...

Detail

Benzenemethanol,4-methyl-a-(4-methylphenyl)- Structure

Benzenemethanol...

bis(4-methoxy-3,5-dimethylphenyl)methanol Structure

bis(4-methoxy-3...

~%

4-methybenzophenone Structure

4-methybenzophenone

3,3',5,5'-Tetramethyl-4,4'-dimethoxydiphenylmethane Structure

3,3',5,5'-Tetra...

Detail

bis[(p-anisyl)(4-chlorophenyl)methyl] ether Structure

bis[(p-anisyl)(...

~51%

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

Methanone,(4-ch...

(4-chlorophenyl)-4-methoxyphenylmethane Structure

(4-chlorophenyl...

N/A Structure

4-CHLORO-4'-METHOXYBENZHYDROL Structure

4-CHLORO-4'-MET...

~%

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

Methanone,(4-ch...

(4-chlorophenyl)-4-methoxyphenylmethane Structure

(4-chlorophenyl...

N/A Structure

((1-(4-nitrophenyl)ethoxy)methanetriyl)tribenzene Structure

((1-(4-nitrophe...

~80%

Triphenylmethane Structure

Triphenylmethane

4-Nitroacetophenone Structure

4-Nitroacetophenone

1-(4-nitrophenyl)ethanol Structure

1-(4-nitropheny...

Triphenylmethyl Chloride Structure

Triphenylmethyl...

~%

Triphenylmethane Structure

Triphenylmethane

4-Nitroacetophenone Structure

4-Nitroacetophenone

bis[(p-anisyl)(4-methylthiophenyl)methyl] ether Structure

bis[(p-anisyl)(...

~75%

N/A Structure

4-METHOXY-4'-METHYLTHIOBENZOPHENONE Structure

4-METHOXY-4'-ME...

N/A Structure

~%

N/A Structure

4-METHOXY-4'-METHYLTHIOBENZOPHENONE Structure

4-METHOXY-4'-ME...

2-Octanol Structure

Triphenylmethyl Chloride Structure

Triphenylmethyl...

~%

Triphenylmethane Structure

Triphenylmethane

2-Octanone Structure

((1-(3-methoxyphenyl)ethoxy)methanetriyl)tribenzene Structure

((1-(3-methoxyp...

~85%

Triphenylmethane Structure

Triphenylmethane

3'-Methoxyacetophenone Structure

3'-Methoxyaceto...

N/A Structure

~%

Triphenylmethane Structure

Triphenylmethane

3'-Methoxyacetophenone Structure

3'-Methoxyaceto...

4,4'-(oxybis(phenylmethylene))bis(methylbenzene) Structure

4,4'-(oxybis(ph...

~93%

4-methybenzophenone Structure

4-methybenzophenone

Benzene,1-methyl-4-(phenylmethyl)- Structure

Benzene,1-methy...

10,11-dihydro-5H-dibenzo[a,d]cycloheptene-5-yl (phenyl)(p-tolyl)methyl ether Structure

10,11-dihydro-5...

~%

5H-Dibenzo[a,d]cycloheptene,10,11-dihydro- Structure

5H-Dibenzo[a,d]...

Dibenzosuberone Structure

Dibenzosuberone

4-methybenzophenone Structure

4-methybenzophenone

Detail

[bis(4-methoxy-3,5-dimethylphenyl)]methyl (phenyl)(p-tolyl)methyl ether Structure

[bis(4-methoxy-...

~%

4-methybenzophenone Structure

4-methybenzophenone

3,3',5,5'-Tetramethyl-4,4'-dimethoxydiphenylmethane Structure

3,3',5,5'-Tetra...

Benzene,1-methyl-4-(phenylmethyl)- Structure

Benzene,1-methy...

Detail

Benzenemethanol,4-methyl-a-(4-methylphenyl)- Structure

Benzenemethanol...

~%

4-methybenzophenone Structure

4-methybenzophenone

[bis(4-methoxy-3,5-dimethylphenyl)]methyl (phenyl)(p-tolyl)methyl ether Structure

[bis(4-methoxy-...

~%

4-methybenzophenone Structure

4-methybenzophenone

Benzene,1-methyl-4-(phenylmethyl)- Structure

Benzene,1-methy...

DMBP Structure

4,4'-(oxybis(phenylmethylene))bis(methylbenzene) Structure

4,4'-(oxybis(ph...

~40%

4-methybenzophenone Structure

4-methybenzophenone

Benzene,1-methyl-4-(phenylmethyl)- Structure

Benzene,1-methy...

Detail

4-Methylbenzhydrol Structure

4-Methylbenzhydrol

bis(4-methoxy-3,5-dimethylphenyl)methanol Structure

bis(4-methoxy-3...

~%

4-methybenzophenone Structure

4-methybenzophenone

3,3',5,5'-Tetramethyl-4,4'-dimethoxydiphenylmethane Structure

3,3',5,5'-Tetra...

Detail

Benzenemethanol,4-methyl-a-(4-methylphenyl)- Structure

Benzenemethanol...

bis(4-methoxy-3,5-dimethylphenyl)methanol Structure

bis(4-methoxy-3...

~%

4-methybenzophenone Structure

4-methybenzophenone

3,3',5,5'-Tetramethyl-4,4'-dimethoxydiphenylmethane Structure

3,3',5,5'-Tetra...

Detail

10,11-dihydro-5H-dibenzo[a,d]cycloheptene-5-yl (phenyl)(p-tolyl)methyl ether Structure

10,11-dihydro-5...

~%

5H-Dibenzo[a,d]cycloheptene,10,11-dihydro- Structure

5H-Dibenzo[a,d]...

Dibenzosuberone Structure

Dibenzosuberone

4-methybenzophenone Structure

4-methybenzophenone

Detail

((1-(4-chlorophenyl)ethoxy)methanetriyl)tribenzene Structure

((1-(4-chloroph...

~78%

Triphenylmethane Structure

Triphenylmethane

1-(4-Chlorophenyl)ethanone Structure

1-(4-Chlorophen...

1-(4-Chlorophenyl)ethanol Structure

1-(4-Chlorophen...

Triphenylmethyl Chloride Structure

Triphenylmethyl...

~%

Triphenylmethane Structure

Triphenylmethane

1-(4-Chlorophenyl)ethanone Structure

1-(4-Chlorophen...

N/A Structure

~76%

Triphenylmethane Structure

Triphenylmethane

1-(4-Bromophenyl)ethanone Structure

1-(4-Bromopheny...

1-(4-Bromophenyl)ethanol Structure

1-(4-Bromopheny...

~%

Triphenylmethane Structure

Triphenylmethane

1-(4-Bromophenyl)ethanone Structure

1-(4-Bromopheny...

((1-(m-tolyl)ethoxy)methanetriyl)tribenzene Structure

((1-(m-tolyl)et...

~92%

Triphenylmethane Structure

Triphenylmethane

3'-Methylacetophenone Structure

3'-Methylacetop...

alpha-3-dimethylbenzyl alcohol Structure

alpha-3-dimethy...

Triphenylmethyl Chloride Structure

Triphenylmethyl...

~%

Triphenylmethane Structure

Triphenylmethane

3'-Methylacetophenone Structure

3'-Methylacetop...

((1-(3-nitrophenyl)ethoxy)methanetriyl)tribenzene Structure

((1-(3-nitrophe...

~79%

Triphenylmethane Structure

Triphenylmethane

3'-Nitroacetophenone Structure

3'-Nitroacetophenone

1-(3-nitrophenyl)ethanol Structure

1-(3-nitropheny...

Triphenylmethyl Chloride Structure

Triphenylmethyl...

~%

Triphenylmethane Structure

Triphenylmethane

3'-Nitroacetophenone Structure

3'-Nitroacetophenone

((1-(p-tolyl)ethoxy)methanetriyl)tribenzene Structure

((1-(p-tolyl)et...

~91%

Triphenylmethane Structure

Triphenylmethane

4'-Methylacetophenone Structure

4'-Methylacetop...

5-[(5H-dibenzo[a,d]cyclohepten-5-yl)oxy]-5H-dibenzo[a,d]cycloheptene Structure

5-[(5H-dibenzo[...

~79%

5H-dibenzo[a,d]cycloheptene Structure

5H-dibenzo[a,d]...

Dibenzosuberenone Structure

Dibenzosuberenone

bis[4,4'-dimethoxy(diphenylmethyl)] ether Structure

bis[4,4'-dimeth...

~73%

DMBP Structure

Benzene,1,1'-methylenebis[4-methoxy- Structure

Benzene,1,1'-me...

[bis(p-anisyl)methyl] [bis(m-nitrophenyl)methyl] ether Structure

[bis(p-anisyl)m...

~56%

DMBP Structure

Benzene,1,1'-methylenebis[4-methoxy- Structure

Benzene,1,1'-me...

N/A Structure

bis(p-anisyl)methyl bis(p-tolyl)methyl ether Structure

bis(p-anisyl)me...

~0%

p-Tolyl ketone Structure

DMBP Structure

Benzene,1-methyl-4-[(4-methylphenyl)methyl]- Structure

Benzene,1-methy...

Detail

bis[bis(p-anisyl)deuteromethyl] ether Structure

bis[bis(p-anisy...

~0%

DMBP Structure

N/A Structure

α,α-dideutero-4,4'-dimethoxydiphenylmethane Structure

α,α-dideutero-4...

N/A Structure

~0%

(4-methylthiophenyl)(p-tolyl)methanone Structure

(4-methylthioph...

DMBP Structure

(4-methylthiophenyl)(p-tolyl)methane Structure

(4-methylthioph...

Detail

bis[bis(p-anisyl)deuteromethyl] ether Structure

bis[bis(p-anisy...

bis[4,4'-dimethoxy(diphenylmethyl)] ether Structure

bis[4,4'-dimeth...

~%

DMBP Structure

Benzene,1,1'-methylenebis[4-methoxy- Structure

Benzene,1,1'-me...

Detail

bis[bis(p-tolyl)methyl] ether Structure

bis[bis(p-tolyl...

~85%

p-Tolyl ketone Structure

Benzene,1-methyl-4-[(4-methylphenyl)methyl]- Structure

Benzene,1-methy...

bis(p-anisyl)methyl bis(p-tolyl)methyl ether Structure

bis(p-anisyl)me...

~0%

p-Tolyl ketone Structure

DMBP Structure

Benzene,1-methyl-4-[(4-methylphenyl)methyl]- Structure

Benzene,1-methy...

Detail

[bis(4-methoxy-3,5-dimethylphenyl)]methyl bis(p-tolyl)methyl ether Structure

[bis(4-methoxy-...

~%

p-Tolyl ketone Structure

3,3',5,5'-Tetramethyl-4,4'-dimethoxydiphenylmethane Structure

3,3',5,5'-Tetra...

Benzene,1-methyl-4-[(4-methylphenyl)methyl]- Structure

Benzene,1-methy...

Detail

1-(4-Methylphenyl)ethanol Structure

1-(4-Methylphen...

~%

Triphenylmethane Structure

Triphenylmethane

4'-Methylacetophenone Structure

4'-Methylacetop...

5-[(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)oxy]-10,11-dihydro-5H-dibenzo[a,d]cycloheptene Structure

5-[(10,11-dihyd...

~87%

5H-dibenzo[a,d]cycloheptene Structure

5H-dibenzo[a,d]...

Dibenzosuberone Structure

Dibenzosuberone

10,11-dihydro-5H-dibenzo[a,d]cycloheptene-5-yl (phenyl)(p-tolyl)methyl ether Structure

10,11-dihydro-5...

~%

5H-Dibenzo[a,d]cycloheptene,10,11-dihydro- Structure

5H-Dibenzo[a,d]...

Dibenzosuberone Structure

Dibenzosuberone

4-methybenzophenone Structure

4-methybenzophenone

Detail

Triphenylmethyl Chloride Structure

Triphenylmethyl...

Cyclohexanol Structure

~%

Triphenylmethane Structure

Triphenylmethane

Cyclohexanone Structure

Ruthenium (II)–NNN complex catalyzed Oppenauer-type oxidatio...

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Catalytic Aerobic Oxidative Cleavage of Oximes, Tosylhydrazo...

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Wacker oxidation of alkenes using a fluorous biphasic system...

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Palladium-catalyzed enantioselective oxidations of alcohols ...

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Convenient processes for the synthesis of aromatic ketones f...

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