首页 | 本学科首页   官方微博 | 高级检索  
     


A Visible Light Photocatalytic Cross‐Dehydrogenative Coupling/Dehydrogenation/6π‐Cyclization/Oxidation Cascade: Synthesis of 12‐Nitroindoloisoquinolines from 2‐Aryltetrahydroisoquinolines
Authors:Fabian Rusch  Lisa‐Natascha Unkel  Dirk Alpers  Dr. Frank Hoffmann  Prof. Dr. Malte Brasholz
Affiliation:1. Department of Chemistry, Institute of Organic Chemistry, University of Hamburg, Martin‐Luther‐King‐Platz?6, 20146 Hamburg (Germany);2. Department of Chemistry, Institute of Inorganic Chemistry, University of Hamburg, 20146 Hamburg (Germany)
Abstract:A visible light‐induced photocatalytic dehydrogenation/6π‐cyclization/oxidation cascade converts 1‐(nitromethyl)‐2‐aryl‐1,2,3,4‐tetrahydroisoquinolines into novel 12‐nitro‐substituted tetracyclic indolo[2,1‐a]isoquinoline derivatives. Various photocatalysts promote the reaction in the presence of air and a base, the most efficient being 1‐aminoanthraquinone in combination with K3PO4. Further, the 12‐nitroindoloisoquinoline products can be accessed directly from C1‐unfunctionalized 2‐aryl‐1,2,3,4‐tetrahydroisoquinolines by extending the one‐pot protocol with a foregoing photocatalytic cross‐dehydrogenative coupling reaction, resulting in a quadruple cascade transformation.
Keywords:cascade reactions  heterocycles  organocatalysis  photocatalysis
设为首页 | 免责声明 | 关于勤云 | 加入收藏

Copyright©北京勤云科技发展有限公司  京ICP备09084417号