Regioselective iodination of phenol and analogues using N-iodosuccinimide and p-toluenesulfonic acid

P Bovonsombat, J Leykajarakul, C Khan, K Pla-on…

Index: Bovonsombat, Pakorn; Leykajarakul, Juthamard; Khan, Chiraphorn; Pla-on, Kawin; Krause, Michael M.; Khanthapura, Pratheep; Ali, Rameez; Doowa, Niran Tetrahedron Letters, 2009 , vol. 50, # 22 p. 2664 - 2667

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Citation Number: 31

Abstract

Download PDF Opens in a new window. Article suggestions will be shown in a dialog on return to ScienceDirect. ... Please enable JavaScript to use all the features on this page. ... Mild and highly regioselective monoiodination of phenol and analogues is achieved in high to excellent yields at room temperature with a combination of stoichiometric p-toluenesulfonic acid and N-iodosuccinimide. ... Highly regioselective para-iodinations of phenol and analogues ...

 Related Synthetic Route
Phenol Structure

108-95-2

Phenol

~32%

2,4-diiodophenol Structure

2012-29-5

2,4-diiodophenol

4-Iodophenol Structure

540-38-5

4-Iodophenol

2,4,6-Triiodophenol Structure

609-23-4

2,4,6-Triiodophenol

Ortho-Hydroxyacetophenone Structure

118-93-4

Ortho-Hydroxyac...

~85%

1-(2-Hydroxy-5-iodo-phenyl)-ethanone Structure

7191-41-5

1-(2-Hydroxy-5-...

2-Chlorophenol Structure

95-57-8

2-Chlorophenol

~3%

2-Chloro-6-iodophenol Structure

28177-52-8

2-Chloro-6-iodo...

2-chloro-4,6-diiodophenol Structure

15459-49-1

2-chloro-4,6-di...

2-Chloro-4-iodophenol Structure

116130-33-7

2-Chloro-4-iodo...

o-cresol Structure

95-48-7

o-cresol

~7%

2,4-diiodo-6-methyl-phenol Structure

4186-52-1

2,4-diiodo-6-me...

4-Iodo-2-methylphenol Structure

60577-30-2

4-Iodo-2-methyl...

2-Chlorophenol Structure

95-57-8

2-Chlorophenol

~12%

2,4-Dibromo-6-chlorophenol Structure

4526-56-1

2,4-Dibromo-6-c...

2-chloro-4,6-diiodophenol Structure

15459-49-1

2-chloro-4,6-di...

2-Chloro-4-iodophenol Structure

116130-33-7

2-Chloro-4-iodo...

Detail
2-Chlorophenol Structure

95-57-8

2-Chlorophenol

~7%

2,4-Dibromo-6-chlorophenol Structure

4526-56-1

2,4-Dibromo-6-c...

2-chloro-4,6-diiodophenol Structure

15459-49-1

2-chloro-4,6-di...

2-Chloro-4-iodophenol Structure

116130-33-7

2-Chloro-4-iodo...

Detail
2-Chlorophenol Structure

95-57-8

2-Chlorophenol

~16%

2-Chloro-6-iodophenol Structure

28177-52-8

2-Chloro-6-iodo...

2-chloro-4,6-diiodophenol Structure

15459-49-1

2-chloro-4,6-di...

2-Chloro-4-iodophenol Structure

116130-33-7

2-Chloro-4-iodo...

2-Chlorophenol Structure

95-57-8

2-Chlorophenol

~6%

2,4-Dibromo-6-chlorophenol Structure

4526-56-1

2,4-Dibromo-6-c...

2-chloro-4,6-diiodophenol Structure

15459-49-1

2-chloro-4,6-di...

2-Chloro-4-iodophenol Structure

116130-33-7

2-Chloro-4-iodo...

Detail
2-Chlorophenol Structure

95-57-8

2-Chlorophenol

~43%

2-Chloro-6-iodophenol Structure

28177-52-8

2-Chloro-6-iodo...

2-chloro-4,6-diiodophenol Structure

15459-49-1

2-chloro-4,6-di...

2-Chloro-4-iodophenol Structure

116130-33-7

2-Chloro-4-iodo...


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