Tetrahedron

The chemistry of pentavalent organobismuth reagents: Part X. Studies on the phenylation and oxidation of phenols

DHR Barton, N Yadav-Bhatnagar, JP Finet, J Khamsi…

Index: Barton, Derek H. R.; Yadav-Bhatnagar, Neerja; Finet, Jean-Pierre; Khamsi, Jamal; Motherwell, William B.; Stanforth, Stephen P. Tetrahedron, 1987 , vol. 43, # 2 p. 323 - 332

Full Text: HTML

Citation Number: 37

Abstract

The influence of the substituents on the phenol on the regiochemtstry of the arylation reactions with Ph3BiCl2 and other bismuth reagents has been studied. O-Phenylation occurs with phenols substituted with electron-withdrawing groups. Electron-donating substituted phenols undergo ortho C-phenylation. Oxidative dimerisation has been observed with 2, 6-dialkyl phenols.

 Related Synthetic Route
4-Trifluoromethylphenol Structure

402-45-9

4-Trifluorometh...

N/A Structure

507233-69-4

N/A

~70%

4-(trifluoromethyl)diphenyl ether Structure

2367-02-4

4-(trifluoromet...

4-methylbenzenesulfonic acid,tetraphenylbismuth Structure

83566-44-3

4-methylbenzene...

Phenol Structure

108-95-2

Phenol

~0%

Diphenyl oxide Structure

101-84-8

Diphenyl oxide

2,6-Diphenylphenol Structure

2432-11-3

2,6-Diphenylphenol

Detail
N/A Structure

507233-69-4

N/A

2-Phenylphenol Structure

90-43-7

2-Phenylphenol

~33%

2,6-Diphenylphenol Structure

2432-11-3

2,6-Diphenylphenol

4-methylbenzenesulfonic acid,tetraphenylbismuth Structure

83566-44-3

4-methylbenzene...

Phenol Structure

108-95-2

Phenol

~0%

Diphenyl oxide Structure

101-84-8

Diphenyl oxide

2,6-Diphenylphenol Structure

2432-11-3

2,6-Diphenylphenol

Detail
N/A Structure

507233-69-4

N/A

4-Hydroxybenzonitrile Structure

767-00-0

4-Hydroxybenzon...

~90%

4-Phenoxybenzonitrile Structure

3096-81-9

4-Phenoxybenzon...

2,4-Di-t-butylphenol Structure

96-76-4

2,4-Di-t-butylphenol

pentakis-phenylbismuth Structure

3049-07-8

pentakis-phenyl...

~65%

2,4-ditert-butyl-6-phenylphenol Structure

7001-04-9

2,4-ditert-buty...

2,4-Di-t-butylphenol Structure

96-76-4

2,4-Di-t-butylphenol

triphenylbismuth bis(trifluoroacetate) Structure

28719-46-2

triphenylbismut...

~81%

2,4-ditert-butyl-6-phenylphenol Structure

7001-04-9

2,4-ditert-buty...

2,4-bis(1,1-dimethylethyl)-1-phenoxybenzene Structure

107536-31-2

2,4-bis(1,1-dim...

2,4,6-Trimethylphenol Structure

527-60-6

2,4,6-Trimethyl...

pentakis-phenylbismuth Structure

3049-07-8

pentakis-phenyl...

~89%

2,4,6-trimethyl-6-phenylcyclohexa-2,4-dien-1-one Structure

110784-44-6

2,4,6-trimethyl...

2,4,6-Trimethylphenol Structure

527-60-6

2,4,6-Trimethyl...

N/A Structure

507233-69-4

N/A

~15%

2,4,6-trimethyl-6-phenylcyclohexa-2,4-dien-1-one Structure

110784-44-6

2,4,6-trimethyl...

3-Nitrophenol Structure

554-84-7

3-Nitrophenol

N/A Structure

507233-69-4

N/A

~52%

Benzene,1-nitro-3-phenoxy- Structure

620-55-3

Benzene,1-nitro...

N/A Structure

92722-42-4

N/A

Detail
N/A Structure

507233-69-4

N/A

Methyl 4-hydroxybenzoate Structure

99-76-3

Methyl 4-hydrox...

~88%

4-Phenoxybenzoic acid methyl ester Structure

21218-94-0

4-Phenoxybenzoi...

3,5-Dichlorophenol Structure

591-35-5

3,5-Dichlorophenol

N/A Structure

507233-69-4

N/A

~58%

1,3-dichloro-5-phenoxybenzene Structure

24910-68-7

1,3-dichloro-5-...

3,5-dichloro 2-phenylphenol Structure

110784-42-4

3,5-dichloro 2-...

Detail

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

Copyright © 2024 ChemSrc All Rights Reserved