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Synthesis 2012(1): 15-26  
DOI: 10.1055/s-0031-1289620
REVIEW
© Georg Thieme Verlag Stuttgart ˙ New York

Ecofriendly Oxidative Nuclear Halogenation of Aromatic Compounds Using Potassium and Ammonium Halides

V. V. Krishna Mohan Kandepi, Nama Narender*
Catalysis Group, Indian Institute of Chemical Technology, Uppal Road, Tarnaka, Hyderabad 500607, India
Fax: +91(40)27160387; Fax: +91(40)27160757; e-Mail: narendern33@yahoo.co.in;
Further Information

Publication History

Received 27 September 2011
Publication Date:
24 November 2011 (online)

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Abstract

Halogenated aromatic compounds are versatile building blocks in organic synthesis and form an important class of molecules in organic chemistry. A wide variety of methods and reagent systems have been developed to affect their synthesis. This short review presents an overview of methods used for efficient and regio­selective nuclear halogenation of activated aromatic compounds with potassium and ammonium halides.

1 Introduction

2 Chlorination

2.1 Oxidative Chlorination with Potassium Chloride

2.2 Oxidative Chlorination with Ammonium Chloride

3 Bromination

3.1 Oxidative Bromination with Potassium Bromide

3.2 Oxidative Bromination with Ammonium Bromide

4 Iodination

4.1 Oxidative Iodination with Potassium Iodide

4.2 Oxidative Iodination with Ammonium Iodide

5 Conclusions

Key words

halogenation - aromatic compounds - regioselectivity - potassium halides - ammonium halides - atom economy - environmentally benign

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