Dimethyl Sulfoxide/Potassium Hydroxide: A Superbase for the Transition Metal??Free Preparation of Cross??Coupling Products

…, J Bonnamour, E Zuidema, S Chang…

Index: Yuan, Yu; Thome, Isabelle; Kim, Seok Hwan; Chen, Duanteng; Beyer, Astrid; Bonnamour, Julien; Zuidema, Erik; Chang, Sukbok; Bolm, Carsten Advanced Synthesis and Catalysis, 2010 , vol. 352, # 17 p. 2892 - 2898

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Citation Number: 94

Abstract

Abstract Potassium hydroxide (KOH) in dimethyl sulfoxide (DMSO) forms a superbasic medium that allows one to access cross-coupling products from reactions between aryl halides with various sulfur-, oxygen-and nitrogen-based nucleophiles under transition metal- free conditions.

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615-37-2

4-Iodotoluene

Phenol Structure

108-95-2

Phenol

~%

1-Methyl-3-phenoxybenzene Structure

3586-14-9

1-Methyl-3-phen...

Benzene,1-methyl-2-phenoxy- Structure

3991-61-5

Benzene,1-methy...

4-Bromoanisole Structure

104-92-7

4-Bromoanisole

Thiophenol Structure

108-98-5

Thiophenol

~%

1-METHOXY-3-PHENYLSULFANYL-BENZENE Structure

30723-54-7

1-METHOXY-3-PHE...

Benzene,1-methoxy-4-(phenylthio)- Structure

5633-57-8

Benzene,1-metho...

4-Iodoanisole Structure

696-62-8

4-Iodoanisole

Thiophenol Structure

108-98-5

Thiophenol

~%

1-METHOXY-3-PHENYLSULFANYL-BENZENE Structure

30723-54-7

1-METHOXY-3-PHE...

Benzene,1-methoxy-4-(phenylthio)- Structure

5633-57-8

Benzene,1-metho...

1-Iodo-4-nitrobenzene Structure

636-98-6

1-Iodo-4-nitrob...

4-Nitrophenol Structure

100-02-7

4-Nitrophenol

Dimethyl sulfoxide Structure

67-68-5

Dimethyl sulfoxide

~49%

4-nitrophenyl methyl sulfide Structure

701-57-5

4-nitrophenyl m...

4-Iodotoluene Structure

615-37-2

4-Iodotoluene

Thiophenol Structure

108-98-5

Thiophenol

~%

3-Methylphenyl phenyl sulfide Structure

13865-48-0

3-Methylphenyl ...

4-Methylphenyl phenyl sulfide Structure

3699-01-2

4-Methylphenyl ...

4-Iodotoluene Structure

624-31-7

4-Iodotoluene

Thiophenol Structure

108-98-5

Thiophenol

~%

3-Methylphenyl phenyl sulfide Structure

13865-48-0

3-Methylphenyl ...

4-Methylphenyl phenyl sulfide Structure

3699-01-2

4-Methylphenyl ...

2-Bromotoluene Structure

95-46-5

2-Bromotoluene

Thiophenol Structure

108-98-5

Thiophenol

~%

3-Methylphenyl phenyl sulfide Structure

13865-48-0

3-Methylphenyl ...

4-Methylphenyl phenyl sulfide Structure

3699-01-2

4-Methylphenyl ...

4-Bromoanisole Structure

104-92-7

4-Bromoanisole

Thiophenol Structure

108-98-5

Thiophenol

~%

1-METHOXY-3-PHENYLSULFANYL-BENZENE Structure

30723-54-7

1-METHOXY-3-PHE...

Benzene,1-methoxy-4-(phenylthio)- Structure

5633-57-8

Benzene,1-metho...

4-Iodoanisole Structure

696-62-8

4-Iodoanisole

Thiophenol Structure

108-98-5

Thiophenol

~%

1-METHOXY-3-PHENYLSULFANYL-BENZENE Structure

30723-54-7

1-METHOXY-3-PHE...

Benzene,1-methoxy-4-(phenylthio)- Structure

5633-57-8

Benzene,1-metho...

N/A Structure

1261604-62-9

N/A

~94%

10-methylphenoxazine Structure

25782-99-4

10-methylphenoxazine


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