Organo‐Photoredox Catalyzed Oxidative Dehydrogenation of N‐Heterocycles. Issue 57 (18th September 2017)

• Record Type: Journal Article
• Authors: Sahoo, Manoj K.; Jaiswal, Garima; Rana, Jagannath; Balaraman, Ekambaram
• Is Part Of: Chemistry. Volume 23:Issue 57(2017)
• Page Start: 14167
• Page End: 14172
• Publication Date: 2017-09-18
• Subjects: heterocycles -- homogeneous catalysis -- oxidative dehydrogenation -- quinoline -- synthetic methods; Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.201703642
• Languages: English
• ISSNs: 0947-6539

Abstract

Abstract: We report here for the first time the catalytic oxidative dehydrogenation of N‐heterocycles by a visible‐light organo‐photoredox catalyst with low catalyst loading (0.1–1 mol %). The reaction proceeds efficiently under base‐ and additive‐free conditions with ambient air at room temperature. The utility of this benign approach is demonstrated by the synthesis of various pharmaceutically relevant N‐heteroarenes such as quinoline, quinoxaline, quinazoline, acridine, and indole. Abstract : Promoting hetero‐aromaticity : We report a room temperature oxidative dehydrogenation of N‐heterocycles to N‐hetero‐aromatics. This unified strategy has been achieved by a metal‐free visible‐light photoredox catalyst in air under base and additive‐free conditions. The broad substrate scope, high functional group tolerance, and simplicity of the reaction make this process more attractive towards the effective synthesis of a wide range of important N‐hetero‐aromatic commodities such as quinoline, quinoxaline, quinazoline, acridine, and indole.