Copper??Catalyzed Aerobic Oxidative C H Functionalization of Substituted Pyridines: Synthesis of Imidazopyridine Derivatives

J Yu, Y Jin, H Zhang, X Yang…

Index: Yu, Jipan; Jin, Yunhe; Zhang, Hao; Yang, Xiaobo; Fu, Hua Chemistry - A European Journal, 2013 , vol. 19, # 49 p. 16804 - 16808

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Citation Number: 1

Abstract

Abstract A novel, efficient, and practical method for the synthesis of imidazopyridine derivatives has been developed through the copper-catalyzed aerobic oxidative C [BOND] H functionalization of substituted pyridines with N-(alkylidene)-4H-1, 2, 4-triazol-4-amines. The procedure occurs by cleavage of the N [BOND] N bond in the N-(alkylidene)-4H-1, 2, 4- triazol-4-amines and activation of an aryl C [BOND] H bond in the substituted pyridines. ...

 Related Synthetic Route
Pyridine Structure

110-86-1

Pyridine

4-(1-((4H-1,2,4-triazol-4-yl)imino)ethyl)benzonitrile Structure

717126-40-4

4-(1-((4H-1,2,4...

~85%

4-Imidazo[1,2-a]pyridin-2-yl-benzonitrile Structure

55843-91-9

4-Imidazo[1,2-a...

2-picoline Structure

109-06-8

2-picoline

N-(1-phenylethylidene)-N-(4H-1,2,4-triazol-4-yl)amine Structure

35251-31-1

N-(1-phenylethy...

~41%

5-Methyl-2-phenylimidazo[1,2-a]pyridine Structure

2136-55-2

5-Methyl-2-phen...

Pyridine Structure

110-86-1

Pyridine

N-(1-(thiophen-2-yl)ethylidene)-4H-1,2,4-triazol-4-amine Structure

307320-18-9

N-(1-(thiophen-...

~58%

2-THIOPHEN-2-YL-IMIDAZO[1,2-A]PYRIDINE Structure

4045-03-8

2-THIOPHEN-2-YL...

3-Mepy Structure

108-99-6

3-Mepy

N-(1-phenylethylidene)-N-(4H-1,2,4-triazol-4-yl)amine Structure

35251-31-1

N-(1-phenylethy...

~44%

8-Methyl-2-phenylimidazo[1,2-a]pyridine Structure

885-89-2

8-Methyl-2-phen...

6-METHYL-2-PHENYL-IMIDAZO[1,2-A]PYRIDINE Structure

1019-89-2

6-METHYL-2-PHEN...

Isoquinoline Structure

119-65-3

Isoquinoline

N-(1-phenylethylidene)-N-(4H-1,2,4-triazol-4-yl)amine Structure

35251-31-1

N-(1-phenylethy...

~44%

2-Phenylimidazo(2,1-a)isoquinoline Structure

70845-68-0

2-Phenylimidazo...

3-Mepy Structure

108-99-6

3-Mepy

N-(1-phenylethylidene)-N-(4H-1,2,4-triazol-4-yl)amine Structure

35251-31-1

N-(1-phenylethy...

~28%

8-Methyl-2-phenylimidazo[1,2-a]pyridine Structure

885-89-2

8-Methyl-2-phen...

6-METHYL-2-PHENYL-IMIDAZO[1,2-A]PYRIDINE Structure

1019-89-2

6-METHYL-2-PHEN...

Pyridine Structure

110-86-1

Pyridine

[1-(4-chloro-phenyl)-ethylidene]-[1,2,4]triazol-4-yl-amine Structure

33581-54-3

[1-(4-chloro-ph...

~70%

2-(4-Chlorophenyl)imidazo[1,2-a]pyridine Structure

38922-74-6

2-(4-Chlorophen...

Pyridine Structure

110-86-1

Pyridine

N/A Structure

1562372-99-9

N/A

~84%

2-(4-methylsulfonylphenyl)imidazo[1,2-a]pyridine Structure

1222-57-7

2-(4-methylsulf...

Pyridine Structure

110-86-1

Pyridine

N/A Structure

956079-01-9

N/A

~75%

2-(4-Fluorophenyl)imidazo[1,2-a]pyridine Structure

347-12-6

2-(4-Fluorophen...

4-Picoline Structure

108-89-4

4-Picoline

N-(1-phenylethylidene)-N-(4H-1,2,4-triazol-4-yl)amine Structure

35251-31-1

N-(1-phenylethy...

~67%

Imidazo[1,2-a]pyridine, 7-methyl-2-phenyl- Structure

885-91-6

Imidazo[1,2-a]p...

Pyridine Structure

110-86-1

Pyridine

4H-1,2,4-Triazol-4-amine, N-[1-(4-nitrophenyl)ethylidene] Structure

90844-47-6

4H-1,2,4-Triazo...

~85%

2-(4-nitrophenyl)imidazo[1,2-a]pyridine Structure

3323-26-0

2-(4-nitropheny...


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