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Visible-Light-Mediated Dearomatisation of Indoles and Pyrroles to Pharmaceuticals and Pesticides
Authors:Waldemar Schilling  Yu Zhang  Daniel Riemer  Dr Shoubhik Das
Institution:1. Institut für Biomolekulare und Organische Chemie, Georg-August-Universität Göttingen, Tammannstraße, 37077 Göttingen, Germany

These authors contributed equally to this work.;2. Institut für Biomolekulare und Organische Chemie, Georg-August-Universität Göttingen, Tammannstraße, 37077 Göttingen, Germany

Abstract:Dearomatisation of indole derivatives to the corresponding isatin derivatives has been achieved with the aid of visible light and oxygen. It should be noted that isatin derivatives are highly important for the synthesis of pharmaceuticals and bioactive compounds. Notably, this chemistry works excellently with N-protected and protection-free indoles. Additionally, this methodology can also be applied to dearomatise pyrrole derivatives to generate cyclic imides in a single step. Later this methodology was applied for the synthesis of four pharmaceuticals and a pesticide called dianthalexin B. Detailed mechanistic studies revealed the actual role of oxygen and photocatalyst.
Keywords:heterocycles  homogeneous catalysis  oxygenation  pharmaceuticals  photocatalysis
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