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

Organic letters

An amphiphilic resin-supported palladium catalyst for high-throughput cross-coupling in water

Y Uozumi, Y Nakai

Index: Uozumi, Yasuhiro; Nakai, Yasushi Organic Letters, 2002 , vol. 4, # 17 p. 2997 - 3000

Full Text: HTML

Citation Number: 191

Abstract

The Suzuki-Miyaura coupling of aryl halides (8 varieties) and aryl-or vinylboronic acids (12 varieties) took place in water in the presence of a palladium complex of an amphiphilic polystyrene-poly (ethylene glycol) copolymer resin-supported N-anchored 2-aza-1, 3-bis (diphenylphosphino) propane ligand and potassium carbonate to give uniform and quantitative yields of the corresponding biaryls (96 varieties).

4-Iodotoluene Structure

(4-Chlorophenyl)boronic acid Structure

(4-Chlorophenyl...

~10%

4-CHLORO-4?-METHYLBIPHENYL Structure

4-CHLORO-4?-MET...

3-Iodotoluene Structure

tolylboronic acid Structure

tolylboronic acid

~99%

23DIMETHYLBIPHENYL Structure

23DIMETHYLBIPHENYL

4-Iodotoluene Structure

4-Trifluoromethylphenylboronic acid Structure

4-Trifluorometh...

~10%

1-methyl-4-[4-(trifluoromethyl)phenyl]benzene Structure

1-methyl-4-[4-(...

Iodobenzene Structure

4-Methoxyphenylboronic acid Structure

4-Methoxyphenyl...

~97%

4-Methoxybiphenyl Structure

4-Methoxybiphenyl

Iodobenzene Structure

4-Tolylboronic acid Structure

4-Tolylboronic acid

~99%

4-Phenyltoluene Structure

4-Phenyltoluene

4-Iodotoluene Structure

tolylboronic acid Structure

tolylboronic acid

~96%

24DIMETHYLBIPHENYL Structure

24DIMETHYLBIPHENYL

2-Bromonaphthalene Structure

2-Bromonaphthalene

1-Naphthaleneboronic acid Structure

1-Naphthalenebo...

~10%

1,2'-binaphthyl Structure

1,2'-binaphthyl

2-Iodothiophene Structure

2-Iodothiophene

tolylboronic acid Structure

tolylboronic acid

~10%

2-(2-Methylphenyl)thiophene Structure

2-(2-Methylphen...

3-Iodotoluene Structure

4-Tolylboronic acid Structure

4-Tolylboronic acid

~98%

3,4'-dimethyl-1,1'-biphenyl Structure

3,4'-dimethyl-1...

4-Iodotoluene Structure

m-Tolylboronic acid Structure

m-Tolylboronic acid

~97%

3,4'-dimethyl-1,1'-biphenyl Structure

3,4'-dimethyl-1...

4-Iodotoluene Structure

e-hexen-1-ylboronic acid Structure

e-hexen-1-ylbor...

~97%

1-hex-1-enyl-4-methylbenzene Structure

1-hex-1-enyl-4-...

3-Iodotoluene Structure

m-Tolylboronic acid Structure

m-Tolylboronic acid

~97%

3,3'-Dimethylbiphenyl Structure

3,3'-Dimethylbi...

1-Benzothiophen-2-ylboronic acid Structure

1-Benzothiophen...

4-Iodoanisole Structure

~10%

2-(4-Methoxyphenyl)benzothiophene Structure

2-(4-Methoxyphe...

3-Iodotoluene Structure

Phenylboronic acid Structure

Phenylboronic acid

~94%

3-Phenyltoluene Structure

3-Phenyltoluene

2-Iodothiophene Structure

2-Iodothiophene

4-Trifluoromethylphenylboronic acid Structure

4-Trifluorometh...

~97%

2-(4-(TRIFLUOROMETHYL)PHENYL)THIOPHENE Structure

2-(4-(TRIFLUORO...

4-Iodoanisole Structure

(4-Chlorophenyl)boronic acid Structure

(4-Chlorophenyl...

~99%

4-Chloro-4'-methoxy-1,1'-biphenyl Structure

4-Chloro-4'-met...

4-Iodoanisole Structure

m-Tolylboronic acid Structure

m-Tolylboronic acid

~99%

4-METHOXY-3'-METHYLBIPHENYL Structure

4-METHOXY-3'-ME...

3-Iodotoluene Structure

4-Methoxyphenylboronic acid Structure

4-Methoxyphenyl...

~98%

4-METHOXY-3'-METHYLBIPHENYL Structure

4-METHOXY-3'-ME...

2-Iodothiophene Structure

2-Iodothiophene

Thienylboronic acid Structure

Thienylboronic acid

~96%

2,2'-Bithiophene Structure

2,2'-Bithiophene

2-Bromonaphthalene Structure

2-Bromonaphthalene

4-Tolylboronic acid Structure

4-Tolylboronic acid

~99%

Naphthalene, 2-p-tolyl- (6CI,7CI) Structure

Naphthalene, 2-...

2-Iodothiophene Structure

2-Iodothiophene

m-Tolylboronic acid Structure

m-Tolylboronic acid

~10%

2-(3-Methylphenyl)thiophene Structure

2-(3-Methylphen...

Thienylboronic acid Structure

Thienylboronic acid

3-Iodotoluene Structure

~98%

2-(3-Methylphenyl)thiophene Structure

2-(3-Methylphen...

4-Iodoanisole Structure

4-Trifluoromethylphenylboronic acid Structure

4-Trifluorometh...

~96%

1-methoxy-4-[4-(trifluoromethyl)phenyl]benzene Structure

1-methoxy-4-[4-...

2-Bromonaphthalene Structure

2-Bromonaphthalene

(4-Chlorophenyl)boronic acid Structure

(4-Chlorophenyl...

~10%

2-(4-chlorophenyl)naphthalene Structure

2-(4-chlorophen...

2-Iodothiophene Structure

2-Iodothiophene

(4-Chlorophenyl)boronic acid Structure

(4-Chlorophenyl...

~99%

2-(4-Chlorophenyl)thiophene Structure

2-(4-Chlorophen...

2-Iodothiophene Structure

2-Iodothiophene

4-Methoxyphenylboronic acid Structure

4-Methoxyphenyl...

~10%

2-(4-methoxyphenyl)thiophene Structure

2-(4-methoxyphe...

Thienylboronic acid Structure

Thienylboronic acid

4-Iodoanisole Structure

~10%

2-(4-methoxyphenyl)thiophene Structure

2-(4-methoxyphe...

2-Iodothiophene Structure

2-Iodothiophene

1-Benzothiophen-2-ylboronic acid Structure

1-Benzothiophen...

~98%

2-thiophen-2-yl-1-benzothiophene Structure

2-thiophen-2-yl...

3-Iodotoluene Structure

1-Naphthaleneboronic acid Structure

1-Naphthalenebo...

~98%

1-(3-methylphenyl)naphthalene Structure

1-(3-methylphen...

Iodobenzene Structure

1-Benzothiophen-2-ylboronic acid Structure

1-Benzothiophen...

~98%

2-phenylbenzo[b]thiophene Structure

2-phenylbenzo[b...

Suzuki coupling reaction catalyzed heterogeneously by Pd (sa...

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Fast Suzuki–Miyaura cross-coupling reaction catalyzed by the...

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Palladium nanoparticles supported on functional ionic liquid...

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A simple and efficient tetradentate Schiff base derived pall...

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Five-Bond Cleavage in Copper-Catalyzed Skeletal Rearrangemen...

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