Synthesis 2015; 47(12): 1780-1790
DOI: 10.1055/s-0034-1380383
paper
© Georg Thieme Verlag Stuttgart · New York

Use of Ligand-Free Iron/Copper Cocatalyst for Nitrogen and Sulfur Cross-Coupling Reaction with 6-Iodoimidazo[1,2-a]pyridine

Zahira Tber
a   Institut de Chimie Organique et Analytique (ICOA), Université d’Orléans UMR-CNRS 7311, BP 6759, rue de Chartres, 45067 Orléans cedex 2, France
b   Laboratoire de Chimie Physique et Chimie Bioorganique URAC 22, Université Hassan II-Mohammedia-Casablanca, FST, BP 146, 28800 Mohammedia, Morocco   Email: sabine.berteina-raboin@univ-orleans.fr
,
Marie-Aude Hiebel
a   Institut de Chimie Organique et Analytique (ICOA), Université d’Orléans UMR-CNRS 7311, BP 6759, rue de Chartres, 45067 Orléans cedex 2, France
,
Mohamed Akssira
b   Laboratoire de Chimie Physique et Chimie Bioorganique URAC 22, Université Hassan II-Mohammedia-Casablanca, FST, BP 146, 28800 Mohammedia, Morocco   Email: sabine.berteina-raboin@univ-orleans.fr
,
Gérald Guillaumet
a   Institut de Chimie Organique et Analytique (ICOA), Université d’Orléans UMR-CNRS 7311, BP 6759, rue de Chartres, 45067 Orléans cedex 2, France
,
Sabine Berteina-Raboin*
a   Institut de Chimie Organique et Analytique (ICOA), Université d’Orléans UMR-CNRS 7311, BP 6759, rue de Chartres, 45067 Orléans cedex 2, France
› Author Affiliations
Further Information

Publication History

Received: 11 December 2014

Accepted after revision: 18 February 2015

Publication Date:
21 April 2015 (online)


Abstract

A ligand-free cooperative bimetallic iron/copper catalysis system was found to introduce various azoles and thiols onto 6-iodoimidazo[1,2-a] pyridine. After optimization, the inexpensive, nontoxic, air-stable, and commercially available CuO and FeCl2·4H2O enabled a regio­selective N- and S-arylation of common nitrogen heterocycles and of a broad range of mercaptans including aliphatic, aromatic, and heterocyclic thiols.

Supporting Information

 
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