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Synthesis 2005(14): 2373-2378  
DOI: 10.1055/s-2005-870014
PAPER
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Diarylamines in the Thiophene Series by Buchwald-Hartwig Coupling­

Agathe Begouina, Stéphanie Hessea, Maria-João R. P. Queirozb, Gilbert Kirsch*a
a Laboratoire d’Ingénierie Moléculaire et Biochimie Pharmacologique, Faculté des Sciences, 1 Boulevard Arago, 57078 METZ Technopôle, France
Fax: +33(3)873158 01; e-Mail: kirsch@sciences.univ-metz.fr;
b Departamento de Quimica, Universidade do Minho, Campus de Gualtar, 4710-057 Braga, Portugal
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Publication History

Received 8 March 2005
Publication Date:
13 July 2005 (online)

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Abstract

We describe here the palladium-catalyzed amination of polysubstituted bromothiophenes under mild conditions (using Cs2CO3 as base). Anilines bearing electron-donating groups gave good results whereas anilines with electron-withdrawing substituents required greater catalyst loadings and gave lower yields.

Key words

palladium catalysis - amination - bromothiophenes - di­arylamines