Metal-Free Annulation of Arenes with 2-Aminopyridine Derivatives: The Methyl Group as a Traceless Non-Chelating Directing Group†
Correction(s) for this article
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Corrigendum: Metal-Free Annulation of Arenes with 2-Aminopyridine Derivatives: The Methyl Group as a Traceless Non-Chelating Directing Group
- Volume 53Issue 37Angewandte Chemie International Edition
- pages: 9695-9695
- First Published online: September 2, 2014
Srimanta Manna
Abteilung Chemische Biologie, Max-Planck-Institut für Molekulare Physiologie, Otto-Hahn-Strasse 11, 44227 Dortmund (Germany)
Fakultät Chemie und Chemische Biologie, Technische Universität Dortmund, Otto-Hahn-Strasse 6, 44221 Dortmund (Germany)
Search for more papers by this authorDr. Kiran Matcha
Abteilung Chemische Biologie, Max-Planck-Institut für Molekulare Physiologie, Otto-Hahn-Strasse 11, 44227 Dortmund (Germany)
Search for more papers by this authorCorresponding Author
Dr. Andrey P. Antonchick
Abteilung Chemische Biologie, Max-Planck-Institut für Molekulare Physiologie, Otto-Hahn-Strasse 11, 44227 Dortmund (Germany)
Fakultät Chemie und Chemische Biologie, Technische Universität Dortmund, Otto-Hahn-Strasse 6, 44221 Dortmund (Germany)
Abteilung Chemische Biologie, Max-Planck-Institut für Molekulare Physiologie, Otto-Hahn-Strasse 11, 44227 Dortmund (Germany)===Search for more papers by this authorSrimanta Manna
Abteilung Chemische Biologie, Max-Planck-Institut für Molekulare Physiologie, Otto-Hahn-Strasse 11, 44227 Dortmund (Germany)
Fakultät Chemie und Chemische Biologie, Technische Universität Dortmund, Otto-Hahn-Strasse 6, 44221 Dortmund (Germany)
Search for more papers by this authorDr. Kiran Matcha
Abteilung Chemische Biologie, Max-Planck-Institut für Molekulare Physiologie, Otto-Hahn-Strasse 11, 44227 Dortmund (Germany)
Search for more papers by this authorCorresponding Author
Dr. Andrey P. Antonchick
Abteilung Chemische Biologie, Max-Planck-Institut für Molekulare Physiologie, Otto-Hahn-Strasse 11, 44227 Dortmund (Germany)
Fakultät Chemie und Chemische Biologie, Technische Universität Dortmund, Otto-Hahn-Strasse 6, 44221 Dortmund (Germany)
Abteilung Chemische Biologie, Max-Planck-Institut für Molekulare Physiologie, Otto-Hahn-Strasse 11, 44227 Dortmund (Germany)===Search for more papers by this authorWe thank Prof. Dr. Herbert Waldmann for his generous support.
Graphical Abstract
Disappearing Me: A novel selective annulation between 2-aminopyridine derivatives and arenes under metal-free conditions provides the important pyrido[1,2-a]benzimidazole scaffold under mild reaction conditions. In this intermolecular reaction the methyl group of methylbenzenes serves as a traceless, non-chelating, and highly regioselective directing group.
Abstract
A novel annulation reaction between 2-aminopyridine derivatives and arenes under metal-free conditions is described. The presented intermolecular transformation provided straightforward access to the important pyrido[1,2-a]benzimidazole scaffold under mild reaction conditions. The unprecedented application of the methyl group of methylbenzenes as a traceless, non-chelating, and highly regioselective directing group is reported.
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