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

Synthesis

Regiospecific syntheses of all isomeric nitrofluorenones and nitrofluorenes by transition metal catalyzed cross-coupling reactions

T Iihama, M Bourguignon, V Snieckus

Index: Iihama, T.; Fu, J.-m.; Bourguignon, M.; Snieckus, V. Synthesis, 1989 , # 3 p. 184 - 188

Full Text: HTML

Citation Number: 24

Abstract

In summary. this work provides easy access to 1-. 2-. 3-, and 4-nitroﬂuorenones 8a—d (31— > 46%) and-ﬂuorenes 10a—d in (12—> 67%) overall yields. Although the route to 10d is some-what inefficient, all nitroﬂuorenone and-ﬂuorene products are obtained as single isomers. whose ultrapuriﬁcation is not frought with the difficulties of separation of trace quantities of contaminating isomers.

N/A Structure

~98%

4-nitro-2-phenylbenzoic acid Structure

4-nitro-2-pheny...

2-(bromomethyl)-5-nitro-1,1'-biphenyl Structure

2-(bromomethyl)...

~%

4-nitro-2-phenylbenzoic acid Structure

4-nitro-2-pheny...

Phenylboronic acid Structure

Phenylboronic acid

~%

9H-Fluoren-9-ol,2-nitro- Structure

9H-Fluoren-9-ol...

1-Bromo-2-methyl-4-nitrobenzene Structure

1-Bromo-2-methy...

~%

9H-Fluoren-9-ol,2-nitro- Structure

9H-Fluoren-9-ol...

1,1'-Biphenyl, 2-methyl-4-nitro Structure

1,1'-Biphenyl, ...

~%

9H-Fluoren-9-ol,2-nitro- Structure

9H-Fluoren-9-ol...

2-Bromo-5-nitrobenzaldehyde Structure

2-Bromo-5-nitro...

~%

9H-Fluoren-9-ol,2-nitro- Structure

9H-Fluoren-9-ol...

4-Nitro-2'-carboxybiphenyl Structure

4-Nitro-2'-carb...

~%

9H-Fluoren-9-ol,2-nitro- Structure

9H-Fluoren-9-ol...

4-nitrobiphenyl-2-carbaldehyde Structure

4-nitrobiphenyl...

~%

9H-Fluoren-9-ol,2-nitro- Structure

9H-Fluoren-9-ol...

2-Bromomethyl-4-nitrobiphenyl Structure

2-Bromomethyl-4...

~%

9H-Fluoren-9-ol,2-nitro- Structure

9H-Fluoren-9-ol...

4-nitrobiphenyl-2-carbaldehyde Structure

4-nitrobiphenyl...

~73%

4-Nitro-2'-carboxybiphenyl Structure

4-Nitro-2'-carb...

Phenylboronic acid Structure

Phenylboronic acid

~%

4-Nitro-2'-carboxybiphenyl Structure

4-Nitro-2'-carb...

1-Bromo-2-methyl-4-nitrobenzene Structure

1-Bromo-2-methy...

~%

4-Nitro-2'-carboxybiphenyl Structure

4-Nitro-2'-carb...

1,1'-Biphenyl, 2-methyl-4-nitro Structure

1,1'-Biphenyl, ...

~%

4-Nitro-2'-carboxybiphenyl Structure

4-Nitro-2'-carb...

2-Bromo-5-nitrobenzaldehyde Structure

2-Bromo-5-nitro...

~%

4-Nitro-2'-carboxybiphenyl Structure

4-Nitro-2'-carb...

2-Bromomethyl-4-nitrobiphenyl Structure

2-Bromomethyl-4...

~%

4-Nitro-2'-carboxybiphenyl Structure

4-Nitro-2'-carb...

4-nitro-2-phenylbenzoic acid Structure

4-nitro-2-pheny...

~87%

3-NITRO-9-FLUORENONE Structure

3-NITRO-9-FLUORENONE

Phenylboronic acid Structure

Phenylboronic acid

~%

3-NITRO-9-FLUORENONE Structure

3-NITRO-9-FLUORENONE

2-Bromo-4-nitrotoluene Structure

2-Bromo-4-nitro...

~%

3-NITRO-9-FLUORENONE Structure

3-NITRO-9-FLUORENONE

4-Nitro-2-phenyltoluene Structure

4-Nitro-2-pheny...

~%

3-NITRO-9-FLUORENONE Structure

3-NITRO-9-FLUORENONE

N/A Structure

~%

3-NITRO-9-FLUORENONE Structure

3-NITRO-9-FLUORENONE

2-(bromomethyl)-5-nitro-1,1'-biphenyl Structure

2-(bromomethyl)...

~%

3-NITRO-9-FLUORENONE Structure

3-NITRO-9-FLUORENONE

[1,1'-Biphenyl]-2-carboxylicacid, 2'-nitro- Structure

[1,1'-Biphenyl]...

~77%

4-nitrofluoren-9-one Structure

4-nitrofluoren-9-one

1-(2-methylphenyl)-2-nitro-benzene Structure

1-(2-methylphen...

~%

4-nitrofluoren-9-one Structure

4-nitrofluoren-9-one

1-Bromo-2-nitrobenzene Structure

1-Bromo-2-nitro...

~%

4-nitrofluoren-9-one Structure

4-nitrofluoren-9-one

tolylboronic acid Structure

tolylboronic acid

~%

4-nitrofluoren-9-one Structure

4-nitrofluoren-9-one

2'-nitro[1,1'-biphenyl]-2-carbaldehyde Structure

2'-nitro[1,1'-b...

~%

4-nitrofluoren-9-one Structure

4-nitrofluoren-9-one

2'-nitro[1,1'-biphenyl]-2-carbaldehyde Structure

2'-nitro[1,1'-b...

~88%

[1,1'-Biphenyl]-2-carboxylicacid, 2'-nitro- Structure

[1,1'-Biphenyl]...

1-Bromo-2-nitrobenzene Structure

1-Bromo-2-nitro...

~%

[1,1'-Biphenyl]-2-carboxylicacid, 2'-nitro- Structure

[1,1'-Biphenyl]...

tolylboronic acid Structure

tolylboronic acid

~%

[1,1'-Biphenyl]-2-carboxylicacid, 2'-nitro- Structure

[1,1'-Biphenyl]...

3-Nitro-2-biphenylcarboxylic acid Structure

3-Nitro-2-biphe...

~61%

1-nitrofluoren-9-one Structure

1-nitrofluoren-9-one

3-NITRO-9-FLUORENONE Structure

3-NITRO-9-FLUORENONE

~73%

9H-Fluoren-9-ol,3-nitro- Structure

9H-Fluoren-9-ol...

9H-Fluorene, 3-nitro- Structure

9H-Fluorene, 3-...

2-Bromo-4-nitrotoluene Structure

2-Bromo-4-nitro...

~%

9H-Fluoren-9-ol,3-nitro- Structure

9H-Fluoren-9-ol...

4-Nitro-2-phenyltoluene Structure

4-Nitro-2-pheny...

~%

9H-Fluoren-9-ol,3-nitro- Structure

9H-Fluoren-9-ol...

Phenylboronic acid Structure

Phenylboronic acid

~%

9H-Fluoren-9-ol,3-nitro- Structure

9H-Fluoren-9-ol...

4-nitro-2-phenylbenzoic acid Structure

4-nitro-2-pheny...

~%

9H-Fluoren-9-ol,3-nitro- Structure

9H-Fluoren-9-ol...

N/A Structure

~%

9H-Fluoren-9-ol,3-nitro- Structure

9H-Fluoren-9-ol...

2-(bromomethyl)-5-nitro-1,1'-biphenyl Structure

2-(bromomethyl)...

~%

9H-Fluoren-9-ol,3-nitro- Structure

9H-Fluoren-9-ol...

1-Bromo-2-methyl-3-nitrobenzene Structure

1-Bromo-2-methy...

~%

1-NITROFLUORENE Structure

1-NITROFLUORENE

Phenylboronic acid Structure

Phenylboronic acid

~%

1-NITROFLUORENE Structure

1-NITROFLUORENE

1-Bromo-2-methyl-3-nitrobenzene Structure

1-Bromo-2-methy...

~%

1-nitrofluoren-9-one Structure

1-nitrofluoren-9-one

Phenylboronic acid Structure

Phenylboronic acid

~%

1-nitrofluoren-9-one Structure

1-nitrofluoren-9-one

2-Formyl-3-nitrobiphenyl Structure

2-Formyl-3-nitr...

~%

1-nitrofluoren-9-one Structure

1-nitrofluoren-9-one

N/A Structure

~%

1-nitrofluoren-9-one Structure

1-nitrofluoren-9-one

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Potent and selective non-cysteine-containing inhibitors of p...

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Peptidomimetic inhibitors of protein farnesyltransferase sho...

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