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

New chemical synthesis of functionalized arylzinc compounds from aromatic or thienyl bromides under mild conditions using a simple cobalt catalyst and zinc dust

H Fillon, C Gosmini, J Périchon

Index: Journal of the American Chemical Society, , vol. 125, # 13 p. 3867 - 3870

Full Text: HTML

Citation Number: 134

Abstract

... Journal of the ... 2003, 125 (13), pp 3867–3870. DOI: 10.1021/ja0289494. Publication Date (Web): March 8, 2003. Copyright © 2003 American Chemical Society. ... 9 The use of cobalt allowed us both to achieve the synthesis of organozinc reagents using the sacrificial anode process ...

2-Bromobenzonitrile Structure

2-Bromobenzonitrile

Zinc Structure

~99%

[1,1'-Biphenyl]-2,2'-dicarbonitrile Structure

[1,1'-Biphenyl]...

Benzonitrile Structure

Detail

4-Bromotoluene Structure

Zinc Structure

~19%

BI-P-TOLYL Structure

N/A Structure

Detail

4-Bromoanisole Structure

Zinc Structure

~5%

4,4'-Dimethoxybiphenyl Structure

4,4'-Dimethoxyb...

Anisole Structure

Detail

4-Iodoanisole Structure

Zinc Structure

~3%

4,4'-Dimethoxybiphenyl Structure

4,4'-Dimethoxyb...

Anisole Structure

Detail

Methyl 4-bromobenzoate Structure

Methyl 4-bromob...

Zinc Structure

~6%

Methyl benzoate Structure

Methyl benzoate

(4-(methoxycarbonyl)phenyl)zinc(II) bromide Structure

(4-(methoxycarb...

Detail

4-Bromoaniline Structure

Zinc Structure

~0%

N/A Structure

Structure

Detail

1-(4-Bromophenyl)ethanone Structure

1-(4-Bromopheny...

Zinc Structure

~36%

4,4'-Diacetylbiphenyl Structure

4,4'-Diacetylbi...

bromozinc(1+),1-phenylethanone Structure

bromozinc(1+),1...

Detail

4-Bromo-N,N-dimethylaniline Structure

4-Bromo-N,N-dim...

Zinc Structure

~19%

N,N,N',N'-TETRAMETHYLBENZIDINE Structure

N,N,N',N'-TETRA...

N,N-Dimethylaniline Structure

N,N-Dimethylaniline

Detail

Ethyl 4-iodobenzoate Structure

Ethyl 4-iodobenzoate

Zinc Structure

~76%

Ethyl benzoate Structure

Diethyl 4,4'-biphenyldicarboxylate Structure

Diethyl 4,4'-bi...

Detail

4-Bromochlorobenzene Structure

4-Bromochlorobenzene

Zinc Structure

~4%

4,4'-PCB Structure

Chlorobenzene Structure

Detail

Ethyl 4-chlorobenzoate Structure

Ethyl 4-chlorob...

Zinc Structure

~23%

(4-(ethoxycarbonyl)phenyl)zinc(II) chloride Structure

(4-(ethoxycarbo...

Ethyl benzoate Structure

Detail

1-Bromo-4-fluorobenzene Structure

1-Bromo-4-fluor...

Zinc Structure

~21%

Fluorobenzene Structure

4,4'-Difluorobiphenyl Structure

4,4'-Difluorobi...

Detail

4-Bromophenol Structure

Zinc Structure

~0%

(4-hydroxyphenyl)zinc(II) bromide Structure

(4-hydroxypheny...

4,4'-Dihydroxybiphenyl Structure

4,4'-Dihydroxyb...

Detail

Ethyl 4-bromobenzoate Structure

Ethyl 4-bromobe...

Zinc Structure

~80%

Ethyl benzoate Structure

Diethyl 4,4'-biphenyldicarboxylate Structure

Diethyl 4,4'-bi...

Detail

4-Bromobenzaldehyde Structure

4-Bromobenzaldehyde

Zinc Structure

~65%

N/A Structure

4,4'-Biphenyldicarbaldehyde Structure

4,4'-Biphenyldi...

Detail

4-Bromo-N,N-dimethylaniline Structure

4-Bromo-N,N-dim...

Zinc Structure

~15%

N,N,N',N'-TETRAMETHYLBENZIDINE Structure

N,N,N',N'-TETRA...

N,N-Dimethylaniline Structure

N,N-Dimethylaniline

Detail

m-Bromoanisole Structure

Zinc Structure

~23%

1,1'-Biphenyl, 3,3'-dimethoxy- Structure

1,1'-Biphenyl, ...

Anisole Structure

Detail

4-Bromobenzotrifluoride Structure

4-Bromobenzotri...

Zinc Structure

~4%

(4-(trifluoromethyl)phenyl)zinc(II) bromide Structure

(4-(trifluorome...

4-(TRIFLUOROMETHYL)-BIPHENYL Structure

4-(TRIFLUOROMET...

Detail

3-Bromobenzotrifluoride Structure

3-Bromobenzotri...

Zinc Structure

~12%

Benzotrifluoride Structure

Benzotrifluoride

3,3'-Bis(trifluoromethyl)-1,1'-biphenyl Structure

3,3'-Bis(triflu...

Detail

2,5-Dibromothiophene Structure

2,5-Dibromothiophene

Zinc Structure

~11%

5-bromo-2-thienylzinc bromide Structure

5-bromo-2-thien...

N/A Structure

Detail

3-Bromothiophene Structure

3-Bromothiophene

Zinc Structure

~0%

Thiophene(SIV) Structure

3,3'-Bithienyl Structure

Detail

Ethyl 4-bromobenzoate Structure

Ethyl 4-bromobe...

Zinc Structure

~5%

Ethyl benzoate Structure

Diethyl 4,4'-biphenyldicarboxylate Structure

Diethyl 4,4'-bi...

Detail

4-Bromochlorobenzene Structure

4-Bromochlorobenzene

Zinc Structure

~6%

4,4'-PCB Structure

Chlorobenzene Structure

Detail

Ethyl 4-iodobenzoate Structure

Ethyl 4-iodobenzoate

Zinc Structure

~11%

Ethyl benzoate Structure

Diethyl 4,4'-biphenyldicarboxylate Structure

Diethyl 4,4'-bi...

Detail