Volume 41, Issue 16 pp. 2962-2965
Communication

Copper-Catalyzed Oxidative Heterocyclization by Atmospheric Oxygen

Martin E. Bluhm Dr.

Martin E. Bluhm Dr.

Institute for Technical Chemistry (ITC-CPV) Forschungszentrum Karlsruhe P.O. Box 3640, 76021 Karlsruhe (Germany) Fax: (+49) 7247-82-2244

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Michael Ciesielski Dr.

Michael Ciesielski Dr.

Institute for Technical Chemistry (ITC-CPV) Forschungszentrum Karlsruhe P.O. Box 3640, 76021 Karlsruhe (Germany) Fax: (+49) 7247-82-2244

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Helmar Görls Dr.

Helmar Görls Dr.

Department of Inorganic Chemistry University of Jena August-Bebel-Strasse 2, 07743 Jena (Germany)

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Manfred Döring Prof. Dr.

Manfred Döring Prof. Dr.

Institute for Technical Chemistry (ITC-CPV) Forschungszentrum Karlsruhe P.O. Box 3640, 76021 Karlsruhe (Germany) Fax: (+49) 7247-82-2244

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Graphical Abstract

Starting from Schiff bases 1, a wide variety of heterobicycles, which can be applied as pharmaceuticals or as ligands for catalysts, is accessible by copper-catalyzed oxidation with atmospheric oxygen. The scheme shows, for example, the synthesis of imidazo[1,5-a]pyridines 2 (R1=2-hydroxy-3-methoxyphenyl, tBu, 2-hydroxyphenyl, 2-aminophenyl; R2=2-pyridyl, Me, phenyl).

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