Copper-catalyzed oxidative heterocyclization by atmospheric oxygen

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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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Bluhm, M. E., Ciesielski, M., Görls, H., & Döring, M. (2002). Copper-catalyzed oxidative heterocyclization by atmospheric oxygen. Angewandte Chemie - International Edition, 41(16), 2962–2965. https://doi.org/10.1002/1521-3773(20020816)41:16<2962::AID-ANIE2962>3.0.CO;2-6

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