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: Synlett, , # 9 p. 1324 - 1330

Full Text: HTML

Citation Number: 11

Abstract

... Synlett 2011(9 ... 9, ... a Reaction conditions: BiAr 3 (1 equiv, 0.25 mmol), 2-bromothiophene (3.5 equiv, 0.875 mmol), Pd(OAc) 2 (0.1 equiv, 0.025 mmol), Ph 3 P (0.4 equiv, 0.1 mmol), K 3 PO 4 (6 equiv, 1.5 mmol), DMF (3 mL), 90 ˚C, 1 h. b Isolated yields based on three aryl coupling ...

Bromothiophene Structure

Bromo(4-chlorophenyl)magnesium Structure

Bromo(4-chlorop...

~0%

4,4'-PCB Structure

2,2'-Bithiophene Structure

2,2'-Bithiophene

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

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

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

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

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

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

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

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

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

Bromothiophene Structure

P-TOLYLMAGNESIUM BROMIDE Structure

P-TOLYLMAGNESIU...

~90%

4-CHLORO-2-NITROBENZYLALCOHOL Structure

4-CHLORO-2-NITR...

BI-P-TOLYL Structure

Detail

2-Acetyl-5-bromothiophene Structure

2-Acetyl-5-brom...

2-Thienylmagnesium bromide solution Structure

2-Thienylmagnes...

~49%

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

phenylmagnesium bromide Structure

phenylmagnesium...

~80%

2-Phenylthiophene Structure

2-Phenylthiophene

Biphenyl Structure

Bromothiophene Structure

phenylmagnesium bromide Structure

phenylmagnesium...

~47%

2-Phenylthiophene Structure

2-Phenylthiophene

Biphenyl Structure

Detail

Palladium-catalyzed homocoupling and cross-coupling reaction...

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Palladium-Catalyzed Synthesis of Symmetrical Biaryls Under M...

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Palladium-catalyzed cross-couplings of functionalized 2-brom...

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