Synthesis 2014; 46(17): 2283-2286
DOI: 10.1055/s-0034-1378549
practical synthetic procedures
© Georg Thieme Verlag Stuttgart · New York

Sandmeyer Trifluoromethylation

Grégory Danoun
Department of Chemistry, Technische Universität Kaiserslautern, 67663 Kaiserslautern, Germany   Fax: +49(631)2053921   Email: [email protected]
,
Bilguun Bayarmagnai
Department of Chemistry, Technische Universität Kaiserslautern, 67663 Kaiserslautern, Germany   Fax: +49(631)2053921   Email: [email protected]
,
Matthias F. Grünberg
Department of Chemistry, Technische Universität Kaiserslautern, 67663 Kaiserslautern, Germany   Fax: +49(631)2053921   Email: [email protected]
,
Christian Matheis
Department of Chemistry, Technische Universität Kaiserslautern, 67663 Kaiserslautern, Germany   Fax: +49(631)2053921   Email: [email protected]
,
Eugen Risto
Department of Chemistry, Technische Universität Kaiserslautern, 67663 Kaiserslautern, Germany   Fax: +49(631)2053921   Email: [email protected]
,
Lukas J. Gooßen*
Department of Chemistry, Technische Universität Kaiserslautern, 67663 Kaiserslautern, Germany   Fax: +49(631)2053921   Email: [email protected]
› Author Affiliations
Further Information

Publication History

Received: 27 June 2014

Accepted: 07 July 2014

Publication Date:
01 August 2014 (online)


Abstract

A range of benzotrifluorides are conveniently accessible in high yields from widely available (hetero)aromatic amines and the inexpensive trifluoromethylating agent TMSCF3 through a copper-mediated Sandmeyer trifluoromethylation reaction. Two practical procedures are presented. In the first, the diazonium salts are preformed in an extra reaction step, in the second approach the diazotization and the trifluoromethylation are combined into a one-pot procedure.

 
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