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

A general synthesis of substituted fluorenones and azafluorenones

…, ST Liu, K Chockalingam, BR Reddy

Index: Kyba, Evan P.; Liu, Shiuh-Tzung; Chockalingam, Kannappan; Reddy, B. Raghava Journal of Organic Chemistry, 1988 , vol. 53, # 15 p. 3513 - 3521

Full Text: HTML

Citation Number: 48

Abstract

Twenty-one variously substituted fluorenones and azafluorenones have been synthesized via photochemical Pschorr cyclizations of 2-diazoniodiaryl ketones as the key ring-forming step. Direct,(bipy) 3Ru11-, or (bipy), Run/Cun-photosensitized conditions were used, depending on the system to be cyclized. Where selectivities were possible in the ring closure, the isomer ratios obtained were in accord with an aryl radical as the reactive ...

3-Fluoro-5-picoline Structure

3-Fluoro-5-picoline

~67%

5-Fluoronicotinic acid Structure

5-Fluoronicotin...

3,5-Dimethylpyridine Structure

3,5-Dimethylpyridine

~%

5-Fluoronicotinic acid Structure

5-Fluoronicotin...

5-Methylnicotinic acid Structure

5-Methylnicotin...

~%

5-Fluoronicotinic acid Structure

5-Fluoronicotin...

3-Pyridinecarboxamide,5-methyl- Structure

3-Pyridinecarbo...

~%

5-Fluoronicotinic acid Structure

5-Fluoronicotin...

5-methylnicotinoyl chloride Structure

5-methylnicotin...

~%

5-Fluoronicotinic acid Structure

5-Fluoronicotin...

3,5-Dimethylpyridine Structure

3,5-Dimethylpyridine

~%

5-Fluoronicotinaldehyde Structure

5-Fluoronicotin...

3-Fluoro-5-picoline Structure

3-Fluoro-5-picoline

~%

5-Fluoronicotinaldehyde Structure

5-Fluoronicotin...

3-Amino-5-methylpyridine Structure

3-Amino-5-methy...

~%

5-Fluoronicotinaldehyde Structure

5-Fluoronicotin...

5-Methylnicotinic acid Structure

5-Methylnicotin...

~%

5-Fluoronicotinaldehyde Structure

5-Fluoronicotin...

5-Fluoronicotinic acid Structure

5-Fluoronicotin...

~%

5-Fluoronicotinaldehyde Structure

5-Fluoronicotin...

Methyl5-fluoropyridine-3-carboxylate Structure

Methyl5-fluorop...

~%

5-Fluoronicotinaldehyde Structure

5-Fluoronicotin...

3-Pyridinecarboxamide,5-methyl- Structure

3-Pyridinecarbo...

~%

5-Fluoronicotinaldehyde Structure

5-Fluoronicotin...

5-methylnicotinoyl chloride Structure

5-methylnicotin...

~%

5-Fluoronicotinaldehyde Structure

5-Fluoronicotin...

(5-Fluoro-3-pyridinyl)methanol Structure

(5-Fluoro-3-pyr...

~%

5-Fluoronicotinaldehyde Structure

5-Fluoronicotin...

Methyl5-fluoropyridine-3-carboxylate Structure

Methyl5-fluorop...

~72%

(5-Fluoro-3-pyridinyl)methanol Structure

(5-Fluoro-3-pyr...

3,5-Dimethylpyridine Structure

3,5-Dimethylpyridine

~0%

5-Methylnicotinic acid Structure

5-Methylnicotin...

Pyridine-3,5-dicarboxylic acid Structure

Pyridine-3,5-di...

3,5-Dimethylpyridine Structure

3,5-Dimethylpyridine

~26%

5-Methylnicotinic acid Structure

5-Methylnicotin...

Pyridine-3,5-dicarboxylic acid Structure

Pyridine-3,5-di...

diazomethane Structure

5-Fluoronicotinic acid Structure

5-Fluoronicotin...

~98%

Methyl5-fluoropyridine-3-carboxylate Structure

Methyl5-fluorop...

3,5-Dimethylpyridine Structure

3,5-Dimethylpyridine

~%

Methyl5-fluoropyridine-3-carboxylate Structure

Methyl5-fluorop...

3-Fluoro-5-picoline Structure

3-Fluoro-5-picoline

~%

Methyl5-fluoropyridine-3-carboxylate Structure

Methyl5-fluorop...

3-Amino-5-methylpyridine Structure

3-Amino-5-methy...

~%

Methyl5-fluoropyridine-3-carboxylate Structure

Methyl5-fluorop...

5-Methylnicotinic acid Structure

5-Methylnicotin...

~%

Methyl5-fluoropyridine-3-carboxylate Structure

Methyl5-fluorop...

3-Pyridinecarboxamide,5-methyl- Structure

3-Pyridinecarbo...

~%

Methyl5-fluoropyridine-3-carboxylate Structure

Methyl5-fluorop...

5-methylnicotinoyl chloride Structure

5-methylnicotin...

~%

Methyl5-fluoropyridine-3-carboxylate Structure

Methyl5-fluorop...

Nicotinaldehyde Structure

Nicotinaldehyde

~%

7-chloro-5H-Indeno[1,2-b]pyridin-5-one Structure

7-chloro-5H-Ind...

4-Chloropivalanilide Structure

4-Chloropivalanilide

~%

7-chloro-5H-Indeno[1,2-b]pyridin-5-one Structure

7-chloro-5H-Ind...

N-[4-chloro-2-(pyridine-3-carbonyl)phenyl]-2,2-dimethylpropanamide Structure

N-[4-chloro-2-(...

~%

7-chloro-5H-Indeno[1,2-b]pyridin-5-one Structure

7-chloro-5H-Ind...

(2-amino-5-chlorophenyl)-pyridin-3-ylmethanone Structure

(2-amino-5-chlo...

~%

7-chloro-5H-Indeno[1,2-b]pyridin-5-one Structure

7-chloro-5H-Ind...

7-chloroindeno[2,1-c]pyridin-9-one Structure

7-chloroindeno[...

N-[4-chloro-2-(pyridine-3-carbonyl)phenyl]-2,2-dimethylpropanamide Structure

N-[4-chloro-2-(...

~73%

(2-amino-5-chlorophenyl)-pyridin-3-ylmethanone Structure

(2-amino-5-chlo...

Nicotinaldehyde Structure

Nicotinaldehyde

~%

(2-amino-5-chlorophenyl)-pyridin-3-ylmethanone Structure

(2-amino-5-chlo...

4-Chloropivalanilide Structure

4-Chloropivalanilide

~%

(2-amino-5-chlorophenyl)-pyridin-3-ylmethanone Structure

(2-amino-5-chlo...

(2-AMINO-PHENYL)-PYRIDIN-4-YL-METHANONE Structure

(2-AMINO-PHENYL...

~%

5H-Indeno[1,2-c]pyridin-5-one Structure

5H-Indeno[1,2-c...

p-Formylpyridine Structure

p-Formylpyridine

~%

5H-Indeno[1,2-c]pyridin-5-one Structure

5H-Indeno[1,2-c...

Pivalanilide Structure

~%

5H-Indeno[1,2-c]pyridin-5-one Structure

5H-Indeno[1,2-c...

Nicotinaldehyde Structure

Nicotinaldehyde

~%

7-chloroindeno[2,1-c]pyridin-9-one Structure

7-chloroindeno[...

4-Chloropivalanilide Structure

4-Chloropivalanilide

~%

7-chloroindeno[2,1-c]pyridin-9-one Structure

7-chloroindeno[...

N-[4-chloro-2-(pyridine-3-carbonyl)phenyl]-2,2-dimethylpropanamide Structure

N-[4-chloro-2-(...

~%

7-chloroindeno[2,1-c]pyridin-9-one Structure

7-chloroindeno[...

(2-amino-5-chlorophenyl)-pyridin-3-ylmethanone Structure

(2-amino-5-chlo...

~%

7-chloro-5H-Indeno[1,2-b]pyridin-5-one Structure

7-chloro-5H-Ind...

7-chloroindeno[2,1-c]pyridin-9-one Structure

7-chloroindeno[...

Nicotinaldehyde Structure

Nicotinaldehyde

4-Chloropivalanilide Structure

4-Chloropivalanilide

~%

N-[4-chloro-2-(pyridine-3-carbonyl)phenyl]-2,2-dimethylpropanamide Structure

N-[4-chloro-2-(...

Nicotinaldehyde Structure

Nicotinaldehyde

~%

7-methylindeno[1,2-b]pyridin-5-one Structure

7-methylindeno[...

Propanamide,2,2-dimethyl-N-(4-methylphenyl)- Structure

Propanamide,2,2...

~%

7-methylindeno[1,2-b]pyridin-5-one Structure

7-methylindeno[...

Converting core compounds into building blocks: The concept ...

[Marzi, Elena; Bobbio, Carla; Cottet, Fabrice; Schlosser, Manfred European Journal of Organic Chemistry, 2005 , # 10 p. 2116 - 2123]

Converting core compounds into building blocks: The concept ...

[Marzi, Elena; Bobbio, Carla; Cottet, Fabrice; Schlosser, Manfred European Journal of Organic Chemistry, 2005 , # 10 p. 2116 - 2123]

Converting core compounds into building blocks: The concept ...

[Marzi, Elena; Bobbio, Carla; Cottet, Fabrice; Schlosser, Manfred European Journal of Organic Chemistry, 2005 , # 10 p. 2116 - 2123]

Converting core compounds into building blocks: The concept ...

[Marzi, Elena; Bobbio, Carla; Cottet, Fabrice; Schlosser, Manfred European Journal of Organic Chemistry, 2005 , # 10 p. 2116 - 2123]

Converting core compounds into building blocks: The concept ...

[Marzi, Elena; Bobbio, Carla; Cottet, Fabrice; Schlosser, Manfred European Journal of Organic Chemistry, 2005 , # 10 p. 2116 - 2123]