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Tjøstil Vlaar, Razvan C. Cioc, Pieter Mampuys, Prof. Dr. Bert U. W. Maes, Prof. Dr. Romano V. A. Orru and Dr. Eelco Ruijter Sustainable Synthesis of Diverse Privileged Heterocycles by Palladium-Catalyzed Aerobic Oxidative Isocyanide Insertion Angewandte Chemie International Edition 51

Article first published online: 14 NOV 2012 | DOI: 10.1002/anie.201207410

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O2 in, H2O out: Various diamines and related bisnucleophiles readily undergo oxidative isocyanide insertion with Pd(OAc)2 (1 mol %) as the catalyst and O2 as the terminal oxidant to give a diverse array of medicinally relevant N heterocycles. The utility of this highly sustainable method is demonstrated by a formal synthesis of the antihistamines astemizole and norastemizole.

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