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Iridium(III) Photocatalysis: A Visible‐Light‐Induced Dearomatizative Tandem [4+2] Cyclization to Furnish Benzindolizidines
Authors:Sandra Mühmel  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, Martin‐Luther‐King‐Platz 6, 20146 Hamburg (Germany)
Abstract:A photocatalytic dearomatizative tandem [4+2] cyclization between N‐(2‐iodoethyl)indoles and a variety of alkenes leads to tri‐ and tetracyclic benzindolizidines with high diastereoselectivity and yield. The intermolecular annulation reaction is performed under visible‐light irradiation and employs [Ir(ppy)3] or [Ir(dtbbpy)(ppy)2] PF6 as photocatalysts, in combination with tertiary amines as electron and hydrogen atom donors.
Keywords:indoles  iridium  photocatalysis  radical addition  tandem reactions
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