Synthesis 2013; 45(19): 2706-2710
DOI: 10.1055/s-0033-1339648
paper
© Georg Thieme Verlag Stuttgart · New York

A Simple and Effective Synthesis of Aryl Azides via Arenediazonium Tosylates

Ksenia V. Kutonova
a   Department of Biotechnology and Organic Chemistry, National Research Tomsk Polytechnic University, 634050 Tomsk, Russian Federation   Fax: +7(3822)563637   Email: filimonov@tpu.ru
,
Marina E. Trusova
a   Department of Biotechnology and Organic Chemistry, National Research Tomsk Polytechnic University, 634050 Tomsk, Russian Federation   Fax: +7(3822)563637   Email: filimonov@tpu.ru
,
Pavel S. Postnikov
a   Department of Biotechnology and Organic Chemistry, National Research Tomsk Polytechnic University, 634050 Tomsk, Russian Federation   Fax: +7(3822)563637   Email: filimonov@tpu.ru
,
Victor D. Filimonov*
a   Department of Biotechnology and Organic Chemistry, National Research Tomsk Polytechnic University, 634050 Tomsk, Russian Federation   Fax: +7(3822)563637   Email: filimonov@tpu.ru
,
Joseph Parello*
b   Department of Pharmacology, Vanderbilt University, Nashville, TN 37232, USA   Email: joseph.parello@vanderbilt.edu
› Author Affiliations
Further Information

Publication History

Received: 22 May 2013

Accepted after revision: 30 July 2013

Publication Date:
14 August 2013 (online)


Abstract

Aromatic azides are formed in high yield from arenediazonium tosylates and sodium azide in water at room temperature or from aromatic amines via diazotization in the presence of p-TsOH. Besides being experimentally simple, these methods do not require any metal catalysis and provide clean products without purification.

Supporting Information

 
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