A green procedure for the diazotization-iodination of aromatic amines under aqueous, strong-acid-free conditions

…, EA Krasnokutskaya, PS Postnikov, Y Choi, KW Chi…

Index: Trusova, Marina E.; Krasnokutskaya, Elena A.; Postnikov, Pavel S.; Choi, Younghwa; Chi, Ki-Whan; Filimonov, Victor D. Synthesis, 2011 , # 13 p. 2154 - 2158

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Citation Number: 17

Abstract

Abstract A convenient and mild one-pot method for the synthesis of iodoarenes in high yields by the sequential diazotization-iodination of aromatic amines with a reusable polymeric diazotization agent in the presence of p-toluenesulfonic acid at room temperature in water was developed. The method is general and is the greenest alternative of the known diazotization-iodination methods. The method is also effective for the preparation of 1H- ...

 Related Synthetic Route
p-Anisidine Structure

104-94-9

p-Anisidine

~92%

4-Iodoanisole Structure

696-62-8

4-Iodoanisole

Naphthalen-2-amine Structure

91-59-8

Naphthalen-2-amine

~84%

2-IODONAPHTHALENE Structure

612-55-5

2-IODONAPHTHALENE

4,4′-methylenedianiline Structure

101-77-9

4,4′-methylened...

~82%

Benzene,1,1'-methylenebis[4-iodo- Structure

23055-78-9

Benzene,1,1'-me...

2-Aminothiophenol Structure

137-07-5

2-Aminothiophenol

~97%

1,2,3-Benzothiadiazole Structure

273-77-8

1,2,3-Benzothia...

p-Toluidine Structure

106-49-0

p-Toluidine

~88%

4-Iodotoluene Structure

624-31-7

4-Iodotoluene

p-Phenylenediamine Structure

106-50-3

p-Phenylenediamine

~95%

4-Iodoaniline Structure

540-37-4

4-Iodoaniline

2-Anisidine Structure

90-04-0

2-Anisidine

~94%

iodoanisole Structure

529-28-2

iodoanisole

2,4,6-Tribromoaniline Structure

147-82-0

2,4,6-Tribromoa...

~81%

2,4,6-Tribromoiodobenzene Structure

21521-51-7

2,4,6-Tribromoi...


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