The Journal of Organic Chemistry

Quinone dehydrogenation. Oxidation of benzylic alcohols with 2, 3-dichloro-5, 6-dicyanobenzoquinone

HD Becker, A Bjoerk, E Adler

Index: Becker, Hans-Dieter; Bjoerk, Anders; Adler, Erich Journal of Organic Chemistry, 1980 , vol. 45, # 9 p. 1596 - 1600

Full Text: HTML

Citation Number: 113

Abstract

2, 3-Dichloro-5, 6-dicyanobenzoquinone (DDQ) reacts with primary and secondary aryl- substituted alcohols under mild conditions in dioxane solution to give the corresponding carbonyl compounds in high yields. In contrast to other oxidants, DDQ can be applied advantageously for the oxidation of hydroxyaryl-substituted alcohols. A mechanism involving participation of the phenolic hydroxyl group in the dehydrogenation reaction is discussed. ...

 Related Synthetic Route
1,4-di-p-tolyl-butane-1,4-diol Structure

15982-67-9

1,4-di-p-tolyl-...

~11%

2,5-bis(4-methylphenyl)furan Structure

57196-75-5

2,5-bis(4-methy...

1,4-bis(4-methylphenyl)butane-1,4-dione Structure

13145-56-7

1,4-bis(4-methy...

N/A Structure

20017-39-4

N/A

~94%

(3,5-ditert-butyl-4-hydroxyphenyl)-phenylmethanone Structure

7175-89-5

(3,5-ditert-but...

2,4-ditert-butyl-6-(hydroxymethyl)phenol Structure

16373-02-7

2,4-ditert-buty...

2,3-Dichloro-5,6-dicyano-1,4-benzoquinone Structure

84-58-2

2,3-Dichloro-5,...

~36%

3,5-Di-tert-butyl-2-hydroxybenzaldehyde Structure

37942-07-7

3,5-Di-tert-but...

4,5-dichloro-3-(3,5-di-tert-butyl-2-hydroxyphenoxy)-6-hydroxyphthalonitrile Structure

73048-90-5

4,5-dichloro-3-...

2,4-ditert-butyl-6-(hydroxymethyl)phenol Structure

16373-02-7

2,4-ditert-buty...

~%

(3,5-ditert-butyl-2-hydroxyphenyl)-phenylmethanone Structure

24242-58-8

(3,5-ditert-but...

Phenyllithium Structure

591-51-5

Phenyllithium

~%

(3,5-ditert-butyl-2-hydroxyphenyl)-phenylmethanone Structure

24242-58-8

(3,5-ditert-but...

1,4-Butanediol,1,4-diphenyl- Structure

2085-90-7

1,4-Butanediol,...

~18%

Furan, 2,5-diphenyl- Structure

955-83-9

Furan, 2,5-diphenyl-

1,2-DIBENZOYLETHANE Structure

495-71-6

1,2-DIBENZOYLETHANE

1-(3,5-Dimethoxy-4-hydroxyphenyl)-2-phenylethanol Structure

19566-78-0

1-(3,5-Dimethox...

~74%

2,6-Dimethoxy-1,4-benzoquinone Structure

530-55-2

2,6-Dimethoxy-1...

4-(phenylsulfonyl)benzyl alcohol Structure

7705-64-8

4-(phenylsulfon...

~14%

4-(Phenylsulfonyl)benzaldehyde Structure

66-39-7

4-(Phenylsulfon...

3,5-DICHLORO-4-HYDROXYBENZYL ALCOHOL Structure

22002-17-1

3,5-DICHLORO-4-...

~90%

Benzaldehyde,3,5-dichloro-4-hydroxy- Structure

2314-36-5

Benzaldehyde,3,...


Home | MSDS/SDS Database Search | Journals | Product Classification | Biologically Active Compounds | Selling Leads | About Us | Disclaimer

Copyright © 2024 ChemSrc All Rights Reserved