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

Synlett

Synthesis of Functionalized 2-Arylthiophenes with Triarylbismuths as Atom-Efficient Multicoupling Organometallic Nucleophiles under Palladium Catalysis

MLN Rao, D Banerjee, RJ Dhanorkar

Index: Rao, Maddali L. N.; Banerjee, Debasis; Dhanorkar, Ritesh J. Synlett, 2011 , # 9 p. 1324 - 1330

Full Text: HTML

Citation Number: 11

Abstract

Abstract Atom-efficient cross-coupling reactions of functionalized 2-bromo-and 2- iodothiophenes have been demonstrated using triarylbismuths as atom-efficient multicoupling organometallic nucleophiles under palladium-catalyzed conditions. These couplings with various functionalized triarylbismuths proceeded smoothly to afford the corresponding functionalized 2-arylthiophenes in high yields.

Bromothiophene Structure

P-TOLYLMAGNESIUM BROMIDE Structure

P-TOLYLMAGNESIU...

~0%

4-CHLORO-2-NITROBENZYLALCOHOL Structure

4-CHLORO-2-NITR...

BI-P-TOLYL Structure

Detail

2-Acetyl-5-bromothiophene Structure

2-Acetyl-5-brom...

P-TOLYLMAGNESIUM BROMIDE Structure

P-TOLYLMAGNESIU...

~0%

1-[5-(4-methylphenyl)thiophen-2-yl]ethanone Structure

1-[5-(4-methylp...

Ethanone, 1,1'-[2,2'-bithiophene]-5,5'-diylbis- Structure

Ethanone, 1,1'-...

Detail

1-(5-Iodo-2-thienyl)ethanone Structure

1-(5-Iodo-2-thi...

P-TOLYLMAGNESIUM BROMIDE Structure

P-TOLYLMAGNESIU...

~0%

1-[5-(4-methylphenyl)thiophen-2-yl]ethanone Structure

1-[5-(4-methylp...

Ethanone, 1,1'-[2,2'-bithiophene]-5,5'-diylbis- Structure

Ethanone, 1,1'-...

Detail

5-Bromo-2-thiophenecarbaldehyde Structure

5-Bromo-2-thiop...

P-TOLYLMAGNESIUM BROMIDE Structure

P-TOLYLMAGNESIU...

~0%

[2,2’]bithiophenyl-5,5'-dicarbaldehyde Structure

[2,2’]bithiophe...

5-P-TOLYL-THIOPHENE-2-CARBALDEHYDE Structure

5-P-TOLYL-THIOP...

Detail

Bromothiophene Structure

4-Anisylmagnesium bromide Structure

4-Anisylmagnesi...

~0%

2-(4-methoxyphenyl)thiophene Structure

2-(4-methoxyphe...

4,4'-Dimethoxybiphenyl Structure

4,4'-Dimethoxyb...

Detail

2-Acetyl-5-bromothiophene Structure

2-Acetyl-5-brom...

4-Anisylmagnesium bromide Structure

4-Anisylmagnesi...

~0%

1-[5-(4-methoxyphenyl)thiophene-2-yl]ethanone Structure

1-[5-(4-methoxy...

Ethanone, 1,1'-[2,2'-bithiophene]-5,5'-diylbis- Structure

Ethanone, 1,1'-...

Detail

1-(5-Iodo-2-thienyl)ethanone Structure

1-(5-Iodo-2-thi...

4-Anisylmagnesium bromide Structure

4-Anisylmagnesi...

~0%

1-[5-(4-methoxyphenyl)thiophene-2-yl]ethanone Structure

1-[5-(4-methoxy...

Ethanone, 1,1'-[2,2'-bithiophene]-5,5'-diylbis- Structure

Ethanone, 1,1'-...

Detail

5-Bromo-2-thiophenecarbaldehyde Structure

5-Bromo-2-thiop...

4-Anisylmagnesium bromide Structure

4-Anisylmagnesi...

~0%

5-(4-Methoxyphenyl)thiophene-2-carboxaldehyde Structure

5-(4-Methoxyphe...

[2,2’]bithiophenyl-5,5'-dicarbaldehyde Structure

[2,2’]bithiophe...

Detail

5-Bromo-2-thiophenecarbaldehyde Structure

5-Bromo-2-thiop...

2-Thienylmagnesium bromide solution Structure

2-Thienylmagnes...

~69%

2,2'-BITHIOPHENE-5-CARBOXALDEHYDE Structure

2,2'-BITHIOPHEN...

[2,2’]bithiophenyl-5,5'-dicarbaldehyde Structure

[2,2’]bithiophe...

Detail

Bromothiophene Structure

3-Methoxyphenylmagnesium bromide solution Structure

3-Methoxyphenyl...

~69%

2-(3-Methoxyphenyl)thiophene Structure

2-(3-Methoxyphe...

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

1,1'-Biphenyl, ...

Detail

5-Bromo-2-thiophenecarbaldehyde Structure

5-Bromo-2-thiop...

P-TOLYLMAGNESIUM BROMIDE Structure

P-TOLYLMAGNESIU...

~60%

[2,2’]bithiophenyl-5,5'-dicarbaldehyde Structure

[2,2’]bithiophe...

5-P-TOLYL-THIOPHENE-2-CARBALDEHYDE Structure

5-P-TOLYL-THIOP...

Detail

2-Acetyl-5-bromothiophene Structure

2-Acetyl-5-brom...

P-TOLYLMAGNESIUM BROMIDE Structure

P-TOLYLMAGNESIU...

~84%

1-[5-(4-methylphenyl)thiophen-2-yl]ethanone Structure

1-[5-(4-methylp...

Ethanone, 1,1'-[2,2'-bithiophene]-5,5'-diylbis- Structure

Ethanone, 1,1'-...

Detail

1-(5-Iodo-2-thienyl)ethanone Structure

1-(5-Iodo-2-thi...

P-TOLYLMAGNESIUM BROMIDE Structure

P-TOLYLMAGNESIU...

~94%

1-[5-(4-methylphenyl)thiophen-2-yl]ethanone Structure

1-[5-(4-methylp...

Ethanone, 1,1'-[2,2'-bithiophene]-5,5'-diylbis- Structure

Ethanone, 1,1'-...

Detail

2-Acetyl-5-bromothiophene Structure

2-Acetyl-5-brom...

Bromo(4-chlorophenyl)magnesium Structure

Bromo(4-chlorop...

~64%

1-(5-(4-Chlorophenyl)thiophen-2-yl)ethanone Structure

1-(5-(4-Chlorop...

Ethanone, 1,1'-[2,2'-bithiophene]-5,5'-diylbis- Structure

Ethanone, 1,1'-...

Detail

1-(5-Iodo-2-thienyl)ethanone Structure

1-(5-Iodo-2-thi...

Bromo(4-chlorophenyl)magnesium Structure

Bromo(4-chlorop...

~71%

1-(5-(4-Chlorophenyl)thiophen-2-yl)ethanone Structure

1-(5-(4-Chlorop...

Ethanone, 1,1'-[2,2'-bithiophene]-5,5'-diylbis- Structure

Ethanone, 1,1'-...

Detail

2-Acetyl-5-bromothiophene Structure

2-Acetyl-5-brom...

phenylmagnesium bromide Structure

phenylmagnesium...

~89%

1-(5-Phenylthiophen-2-yl)ethanone Structure

1-(5-Phenylthio...

Ethanone, 1,1'-[2,2'-bithiophene]-5,5'-diylbis- Structure

Ethanone, 1,1'-...

Detail

1-(5-Iodo-2-thienyl)ethanone Structure

1-(5-Iodo-2-thi...

phenylmagnesium bromide Structure

phenylmagnesium...

~89%

1-(5-Phenylthiophen-2-yl)ethanone Structure

1-(5-Phenylthio...

Ethanone, 1,1'-[2,2'-bithiophene]-5,5'-diylbis- Structure

Ethanone, 1,1'-...

Detail

5-Bromo-2-thiophenecarbaldehyde Structure

5-Bromo-2-thiop...

4-Fluorophenylmagnesium bromide Structure

4-Fluorophenylm...

~77%

5-(4-Fluorophenyl)thiophene-2-carboxaldehyde Structure

5-(4-Fluorophen...

[2,2’]bithiophenyl-5,5'-dicarbaldehyde Structure

[2,2’]bithiophe...

Detail

5-Bromo-2-thiophenecarbaldehyde Structure

5-Bromo-2-thiop...

phenylmagnesium bromide Structure

phenylmagnesium...

~56%

5-Phenyl-2-thiophenecarbaldehyde Structure

5-Phenyl-2-thio...

[2,2’]bithiophenyl-5,5'-dicarbaldehyde Structure

[2,2’]bithiophe...

Detail

2-Acetyl-5-bromothiophene Structure

2-Acetyl-5-brom...

(4-isobutoxyphenyl)magnesium bromide Structure

(4-isobutoxyphe...

~0%

Ethanone, 1,1'-[2,2'-bithiophene]-5,5'-diylbis- Structure

Ethanone, 1,1'-...

N/A Structure

Detail

Bromothiophene Structure

4-Fluorophenylmagnesium bromide Structure

4-Fluorophenylm...

~72%

2-(4-Fluorophenyl)thiophene Structure

2-(4-Fluorophen...

4,4'-Difluorobiphenyl Structure

4,4'-Difluorobi...

Detail

5-Bromo-2-thiophenecarbaldehyde Structure

5-Bromo-2-thiop...

4-Anisylmagnesium bromide Structure

4-Anisylmagnesi...

~0%

5-(4-Methoxyphenyl)thiophene-2-carboxaldehyde Structure

5-(4-Methoxyphe...

[2,2’]bithiophenyl-5,5'-dicarbaldehyde Structure

[2,2’]bithiophe...

Detail

5-Bromo-2-thiophenecarbaldehyde Structure

5-Bromo-2-thiop...

4-Fluorophenylmagnesium bromide Structure

4-Fluorophenylm...

~0%

5-(4-Fluorophenyl)thiophene-2-carboxaldehyde Structure

5-(4-Fluorophen...

[2,2’]bithiophenyl-5,5'-dicarbaldehyde Structure

[2,2’]bithiophe...

Detail

5-Bromo-2-thiophenecarbaldehyde Structure

5-Bromo-2-thiop...

2-Thienylmagnesium bromide solution Structure

2-Thienylmagnes...

~0%

2,2'-BITHIOPHENE-5-CARBOXALDEHYDE Structure

2,2'-BITHIOPHEN...

[2,2’]bithiophenyl-5,5'-dicarbaldehyde Structure

[2,2’]bithiophe...

Detail

5-Bromo-2-thiophenecarbaldehyde Structure

5-Bromo-2-thiop...

Bromo(4-chlorophenyl)magnesium Structure

Bromo(4-chlorop...

~0%

[2,2’]bithiophenyl-5,5'-dicarbaldehyde Structure

[2,2’]bithiophe...

5-(4-Chlorophenyl)-2-thiophenecarbaldehyde Structure

5-(4-Chlorophen...

Detail

5-Bromo-2-thiophenecarbaldehyde Structure

5-Bromo-2-thiop...

phenylmagnesium bromide Structure

phenylmagnesium...

~0%

5-Phenyl-2-thiophenecarbaldehyde Structure

5-Phenyl-2-thio...

[2,2’]bithiophenyl-5,5'-dicarbaldehyde Structure

[2,2’]bithiophe...

Detail

5-Bromo-2-thiophenecarbaldehyde Structure

5-Bromo-2-thiop...

P-TOLYLMAGNESIUM BROMIDE Structure

P-TOLYLMAGNESIU...

~0%

[2,2’]bithiophenyl-5,5'-dicarbaldehyde Structure

[2,2’]bithiophe...

5-P-TOLYL-THIOPHENE-2-CARBALDEHYDE Structure

5-P-TOLYL-THIOP...

Detail

Bromothiophene Structure

m-tolylmagnesium bromide Structure

m-tolylmagnesiu...

~0%

2-(3-Methylphenyl)thiophene Structure

2-(3-Methylphen...

3,3'-Dimethylbiphenyl Structure

3,3'-Dimethylbi...

Detail

5-Bromo-2-thiophenecarbaldehyde Structure

5-Bromo-2-thiop...

Bromo(4-chlorophenyl)magnesium Structure

Bromo(4-chlorop...

~57%

[2,2’]bithiophenyl-5,5'-dicarbaldehyde Structure

[2,2’]bithiophe...

5-(4-Chlorophenyl)-2-thiophenecarbaldehyde Structure

5-(4-Chlorophen...

Detail

Bromothiophene Structure

3-Methoxyphenylmagnesium bromide solution Structure

3-Methoxyphenyl...

~0%

2-(3-Methoxyphenyl)thiophene Structure

2-(3-Methoxyphe...

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

1,1'-Biphenyl, ...

Detail

1-(5-Iodo-2-thienyl)ethanone Structure

1-(5-Iodo-2-thi...

3-Methoxyphenylmagnesium bromide solution Structure

3-Methoxyphenyl...

~0%

Ethanone, 1,1'-[2,2'-bithiophene]-5,5'-diylbis- Structure

Ethanone, 1,1'-...

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

1,1'-Biphenyl, ...

Detail

2-Acetyl-5-bromothiophene Structure

2-Acetyl-5-brom...

3-Methoxyphenylmagnesium bromide solution Structure

3-Methoxyphenyl...

~0%

Ethanone, 1,1'-[2,2'-bithiophene]-5,5'-diylbis- Structure

Ethanone, 1,1'-...

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

1,1'-Biphenyl, ...

Detail

Bromothiophene Structure

4-Anisylmagnesium bromide Structure

4-Anisylmagnesi...

~0%

2-(4-methoxyphenyl)thiophene Structure

2-(4-methoxyphe...

4,4'-Dimethoxybiphenyl Structure

4,4'-Dimethoxyb...

Detail

Bromothiophene Structure

m-tolylmagnesium bromide Structure

m-tolylmagnesiu...

~0%

2-(3-Methylphenyl)thiophene Structure

2-(3-Methylphen...

3,3'-Dimethylbiphenyl Structure

3,3'-Dimethylbi...

Detail

Bromothiophene Structure

P-TOLYLMAGNESIUM BROMIDE Structure

P-TOLYLMAGNESIU...

~0%

4-CHLORO-2-NITROBENZYLALCOHOL Structure

4-CHLORO-2-NITR...

BI-P-TOLYL Structure

Detail

Bromothiophene Structure

3-Methoxyphenylmagnesium bromide solution Structure

3-Methoxyphenyl...

~0%

2-(3-Methoxyphenyl)thiophene Structure

2-(3-Methoxyphe...

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

1,1'-Biphenyl, ...

Detail

Bromothiophene Structure

Bromo(4-chlorophenyl)magnesium Structure

Bromo(4-chlorop...

~0%

4,4'-PCB Structure

2,2'-Bithiophene Structure

2,2'-Bithiophene

Detail

Bromothiophene Structure

4-Fluorophenylmagnesium bromide Structure

4-Fluorophenylm...

~0%

2-(4-Fluorophenyl)thiophene Structure

2-(4-Fluorophen...

4,4'-Difluorobiphenyl Structure

4,4'-Difluorobi...

Detail

Bromothiophene Structure

3-Chlorophenylmagnesium bromide Structure

3-Chlorophenylm...

~0%

2-(3-chlorophenyl)thiophene Structure

2-(3-chlorophen...

3,3'-dichlorobiphenyl Structure

3,3'-dichlorobi...

Detail

5-Bromo-2-thiophenecarbaldehyde Structure

5-Bromo-2-thiop...

2-Thienylmagnesium bromide solution Structure

2-Thienylmagnes...

~0%

2,2'-BITHIOPHENE-5-CARBOXALDEHYDE Structure

2,2'-BITHIOPHEN...

[2,2’]bithiophenyl-5,5'-dicarbaldehyde Structure

[2,2’]bithiophe...

Detail

Bromothiophene Structure

phenylmagnesium bromide Structure

phenylmagnesium...

~0%

2-Phenylthiophene Structure

2-Phenylthiophene

Biphenyl Structure

Detail

2-Acetyl-5-bromothiophene Structure

2-Acetyl-5-brom...

2-Thienylmagnesium bromide solution Structure

2-Thienylmagnes...

~0%

1-(2,2'-Bithiophen-5-yl)ethanone Structure

1-(2,2'-Bithiop...

Ethanone, 1,1'-[2,2'-bithiophene]-5,5'-diylbis- Structure

Ethanone, 1,1'-...

Detail

Bromothiophene Structure

3-Chlorophenylmagnesium bromide Structure

3-Chlorophenylm...

~72%

2-(3-chlorophenyl)thiophene Structure

2-(3-chlorophen...

3,3'-dichlorobiphenyl Structure

3,3'-dichlorobi...

Detail

5-Bromo-2-thiophenecarbaldehyde Structure

5-Bromo-2-thiop...

4-Anisylmagnesium bromide Structure

4-Anisylmagnesi...

~85%

5-(4-Methoxyphenyl)thiophene-2-carboxaldehyde Structure

5-(4-Methoxyphe...

[2,2’]bithiophenyl-5,5'-dicarbaldehyde Structure

[2,2’]bithiophe...

Detail

2-Acetyl-5-bromothiophene Structure

2-Acetyl-5-brom...

4-Fluorophenylmagnesium bromide Structure

4-Fluorophenylm...

~71%

Ethanone, 1,1'-[2,2'-bithiophene]-5,5'-diylbis- Structure

Ethanone, 1,1'-...

1-(5-(4-FLUOROPHENYL)THIOPHEN-2-YL)ETHANONE Structure

1-(5-(4-FLUOROP...

Detail

1-(5-Iodo-2-thienyl)ethanone Structure

1-(5-Iodo-2-thi...

4-Fluorophenylmagnesium bromide Structure

4-Fluorophenylm...

~66%

Ethanone, 1,1'-[2,2'-bithiophene]-5,5'-diylbis- Structure

Ethanone, 1,1'-...

1-(5-(4-FLUOROPHENYL)THIOPHEN-2-YL)ETHANONE Structure

1-(5-(4-FLUOROP...

Detail

2-Acetyl-5-bromothiophene Structure

2-Acetyl-5-brom...

m-trifluoro-methyl-phenyl-magnesium bromide Structure

m-trifluoro-met...

~0%

Ethanone, 1,1'-[2,2'-bithiophene]-5,5'-diylbis- Structure

Ethanone, 1,1'-...

N/A Structure

Detail

Bromothiophene Structure

m-tolylmagnesium bromide Structure

m-tolylmagnesiu...

~85%

2-(3-Methylphenyl)thiophene Structure

2-(3-Methylphen...

3,3'-Dimethylbiphenyl Structure

3,3'-Dimethylbi...

Detail

2-Acetyl-5-bromothiophene Structure

2-Acetyl-5-brom...

phenylmagnesium bromide Structure

phenylmagnesium...

~0%

1-(5-Phenylthiophen-2-yl)ethanone Structure

1-(5-Phenylthio...

Ethanone, 1,1'-[2,2'-bithiophene]-5,5'-diylbis- Structure

Ethanone, 1,1'-...

Detail

2-Acetyl-5-bromothiophene Structure

2-Acetyl-5-brom...

4-Anisylmagnesium bromide Structure

4-Anisylmagnesi...

~0%

1-[5-(4-methoxyphenyl)thiophene-2-yl]ethanone Structure

1-[5-(4-methoxy...

Ethanone, 1,1'-[2,2'-bithiophene]-5,5'-diylbis- Structure

Ethanone, 1,1'-...

Detail

2-Acetyl-5-bromothiophene Structure

2-Acetyl-5-brom...

P-TOLYLMAGNESIUM BROMIDE Structure

P-TOLYLMAGNESIU...

~0%

1-[5-(4-methylphenyl)thiophen-2-yl]ethanone Structure

1-[5-(4-methylp...

Ethanone, 1,1'-[2,2'-bithiophene]-5,5'-diylbis- Structure

Ethanone, 1,1'-...

Detail

1-(5-Iodo-2-thienyl)ethanone Structure

1-(5-Iodo-2-thi...

phenylmagnesium bromide Structure

phenylmagnesium...

~0%

1-(5-Phenylthiophen-2-yl)ethanone Structure

1-(5-Phenylthio...

Ethanone, 1,1'-[2,2'-bithiophene]-5,5'-diylbis- Structure

Ethanone, 1,1'-...

Detail

1-(5-Iodo-2-thienyl)ethanone Structure

1-(5-Iodo-2-thi...

4-Anisylmagnesium bromide Structure

4-Anisylmagnesi...

~0%

1-[5-(4-methoxyphenyl)thiophene-2-yl]ethanone Structure

1-[5-(4-methoxy...

Ethanone, 1,1'-[2,2'-bithiophene]-5,5'-diylbis- Structure

Ethanone, 1,1'-...

Detail

1-(5-Iodo-2-thienyl)ethanone Structure

1-(5-Iodo-2-thi...

P-TOLYLMAGNESIUM BROMIDE Structure

P-TOLYLMAGNESIU...

~0%

1-[5-(4-methylphenyl)thiophen-2-yl]ethanone Structure

1-[5-(4-methylp...

Ethanone, 1,1'-[2,2'-bithiophene]-5,5'-diylbis- Structure

Ethanone, 1,1'-...

Detail

2-Acetyl-5-bromothiophene Structure

2-Acetyl-5-brom...

(4-isobutoxyphenyl)magnesium bromide Structure

(4-isobutoxyphe...

~0%

Ethanone, 1,1'-[2,2'-bithiophene]-5,5'-diylbis- Structure

Ethanone, 1,1'-...

N/A Structure

Detail

2-Acetyl-5-bromothiophene Structure

2-Acetyl-5-brom...

4-Fluorophenylmagnesium bromide Structure

4-Fluorophenylm...

~0%

Ethanone, 1,1'-[2,2'-bithiophene]-5,5'-diylbis- Structure

Ethanone, 1,1'-...

1-(5-(4-FLUOROPHENYL)THIOPHEN-2-YL)ETHANONE Structure

1-(5-(4-FLUOROP...

Detail

2-Acetyl-5-bromothiophene Structure

2-Acetyl-5-brom...

3-Chlorophenylmagnesium bromide Structure

3-Chlorophenylm...

~0%

Ethanone, 1,1'-[2,2'-bithiophene]-5,5'-diylbis- Structure

Ethanone, 1,1'-...

1-[5-(3-chlorophenyl)thiophen-2-yl]ethanone Structure

1-[5-(3-chlorop...

Detail

1-(5-Iodo-2-thienyl)ethanone Structure

1-(5-Iodo-2-thi...

3-Methoxyphenylmagnesium bromide solution Structure

3-Methoxyphenyl...

~0%

Ethanone, 1,1'-[2,2'-bithiophene]-5,5'-diylbis- Structure

Ethanone, 1,1'-...

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

1,1'-Biphenyl, ...

Detail

1-(5-Iodo-2-thienyl)ethanone Structure

1-(5-Iodo-2-thi...

Bromo(4-chlorophenyl)magnesium Structure

Bromo(4-chlorop...

~0%

1-(5-(4-Chlorophenyl)thiophen-2-yl)ethanone Structure

1-(5-(4-Chlorop...

Ethanone, 1,1'-[2,2'-bithiophene]-5,5'-diylbis- Structure

Ethanone, 1,1'-...

Detail

1-(5-Iodo-2-thienyl)ethanone Structure

1-(5-Iodo-2-thi...

4-Fluorophenylmagnesium bromide Structure

4-Fluorophenylm...

~0%

Ethanone, 1,1'-[2,2'-bithiophene]-5,5'-diylbis- Structure

Ethanone, 1,1'-...

1-(5-(4-FLUOROPHENYL)THIOPHEN-2-YL)ETHANONE Structure

1-(5-(4-FLUOROP...

Detail

2-Acetyl-5-bromothiophene Structure

2-Acetyl-5-brom...

3-Methoxyphenylmagnesium bromide solution Structure

3-Methoxyphenyl...

~0%

Ethanone, 1,1'-[2,2'-bithiophene]-5,5'-diylbis- Structure

Ethanone, 1,1'-...

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

1,1'-Biphenyl, ...

Detail

2-Acetyl-5-bromothiophene Structure

2-Acetyl-5-brom...

m-trifluoro-methyl-phenyl-magnesium bromide Structure

m-trifluoro-met...

~0%

Ethanone, 1,1'-[2,2'-bithiophene]-5,5'-diylbis- Structure

Ethanone, 1,1'-...

N/A Structure

Detail

2-Acetyl-5-bromothiophene Structure

2-Acetyl-5-brom...

2-Thienylmagnesium bromide solution Structure

2-Thienylmagnes...

~0%

1-(2,2'-Bithiophen-5-yl)ethanone Structure

1-(2,2'-Bithiop...

Ethanone, 1,1'-[2,2'-bithiophene]-5,5'-diylbis- Structure

Ethanone, 1,1'-...

Detail

Bromothiophene Structure

Bromo(4-chlorophenyl)magnesium Structure

Bromo(4-chlorop...

~72%

4,4'-PCB Structure

2,2'-Bithiophene Structure

2,2'-Bithiophene

Detail

Bromothiophene Structure

4-Anisylmagnesium bromide Structure

4-Anisylmagnesi...

~92%

2-(4-methoxyphenyl)thiophene Structure

2-(4-methoxyphe...

4,4'-Dimethoxybiphenyl Structure

4,4'-Dimethoxyb...

Detail

2-Acetyl-5-bromothiophene Structure

2-Acetyl-5-brom...

Bromo(4-chlorophenyl)magnesium Structure

Bromo(4-chlorop...

~0%

1-(5-(4-Chlorophenyl)thiophen-2-yl)ethanone Structure

1-(5-(4-Chlorop...

Ethanone, 1,1'-[2,2'-bithiophene]-5,5'-diylbis- Structure

Ethanone, 1,1'-...

Detail

Homocoupling of arylboronic acids with a catalyst system con...

[Yamamoto, Yoshihiko Synlett, 2007 , # 12 p. 1913 - 1916]

Palladium??Catalyzed Methoxylation of Aromatic Chlorides wit...

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